CA1070690A - Tetrachloroammelide and process for making same - Google Patents

Tetrachloroammelide and process for making same

Info

Publication number: CA1070690A
Authority: CA; Canada
Prior art keywords: ammelide; reaction medium; tetrachloroammelide; chlorine; aqueous reaction
Prior art date: 1976-11-26
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA289,244A

Other languages

English (en)

French (fr)

Inventor

Sidney Berkowitz

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

FMC Corp

Original Assignee

FMC Corp

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1976-11-26

Filing date

1977-10-21

Publication date

1980-01-29

1977-08-22 Priority claimed from US05/826,440 external-priority patent/US4122268A/en

1977-10-21 Application filed by FMC Corp filed Critical FMC Corp

1980-01-29 Application granted granted Critical

1980-01-29 Publication of CA1070690A publication Critical patent/CA1070690A/en

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 19
YSKUZVBSHIWEFK-UHFFFAOYSA-N ammelide Chemical compound NC1=NC(O)=NC(O)=N1 YSKUZVBSHIWEFK-UHFFFAOYSA-N 0.000 claims abstract description 64
239000012431 aqueous reaction media Substances 0.000 claims abstract description 30
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 60
239000000460 chlorine Substances 0.000 claims description 36
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 30
229910052801 chlorine Inorganic materials 0.000 claims description 30
238000005660 chlorination reaction Methods 0.000 claims description 15
239000012429 reaction media Substances 0.000 claims description 14
239000007795 chemical reaction product Substances 0.000 claims description 4
238000004090 dissolution Methods 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
239000011541 reaction mixture Substances 0.000 claims description 3
239000000203 mixture Substances 0.000 abstract description 8
235000011121 sodium hydroxide Nutrition 0.000 description 17
229940083608 sodium hydroxide Drugs 0.000 description 16
239000000243 solution Substances 0.000 description 10
238000006243 chemical reaction Methods 0.000 description 9
239000013078 crystal Substances 0.000 description 9
239000000047 product Substances 0.000 description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 6
238000001237 Raman spectrum Methods 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
239000002244 precipitate Substances 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
229920000877 Melamine resin Polymers 0.000 description 4
239000002253 acid Substances 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
238000000354 decomposition reaction Methods 0.000 description 4
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 4
239000002002 slurry Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
238000001069 Raman spectroscopy Methods 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
238000001816 cooling Methods 0.000 description 3
150000007973 cyanuric acids Chemical class 0.000 description 3
-1 heterocyclic nitrogen com-pounds Chemical class 0.000 description 3
229960000443 hydrochloric acid Drugs 0.000 description 3
235000011167 hydrochloric acid Nutrition 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
239000000126 substance Substances 0.000 description 3
VCBRTBDPBXCBOR-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n,6-n-hexachloro-1,3,5-triazine-2,4,6-triamine Chemical compound ClN(Cl)C1=NC(N(Cl)Cl)=NC(N(Cl)Cl)=N1 VCBRTBDPBXCBOR-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
239000012736 aqueous medium Substances 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
238000011084 recovery Methods 0.000 description 2
239000011734 sodium Substances 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
PYILKOIEIHHYGD-UHFFFAOYSA-M sodium;1,5-dichloro-4,6-dioxo-1,3,5-triazin-2-olate;dihydrate Chemical compound O.O.[Na+].[O-]C1=NC(=O)N(Cl)C(=O)N1Cl PYILKOIEIHHYGD-UHFFFAOYSA-M 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
YTFXKURWTLWPKK-UHFFFAOYSA-N 1,3,5-triazinane-2,4-dione Chemical compound O=C1NCNC(=O)N1 YTFXKURWTLWPKK-UHFFFAOYSA-N 0.000 description 1
YRIZYWQGELRKNT-UHFFFAOYSA-N 1,3,5-trichloro-1,3,5-triazinane-2,4,6-trione Chemical compound ClN1C(=O)N(Cl)C(=O)N(Cl)C1=O YRIZYWQGELRKNT-UHFFFAOYSA-N 0.000 description 1
VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
KEPNSIARSTUPGS-UHFFFAOYSA-N 2-n,4-n,6-n-trichloro-1,3,5-triazine-2,4,6-triamine Chemical compound ClNC1=NC(NCl)=NC(NCl)=N1 KEPNSIARSTUPGS-UHFFFAOYSA-N 0.000 description 1
206010013786 Dry skin Diseases 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
239000005708 Sodium hypochlorite Substances 0.000 description 1
238000002441 X-ray diffraction Methods 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
MASBWURJQFFLOO-UHFFFAOYSA-N ammeline Chemical compound NC1=NC(N)=NC(O)=N1 MASBWURJQFFLOO-UHFFFAOYSA-N 0.000 description 1
XKRFYHLGVUSROY-UHFFFAOYSA-N argon Substances [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 1
229910052786 argon Inorganic materials 0.000 description 1
238000004061 bleaching Methods 0.000 description 1
238000010960 commercial process Methods 0.000 description 1
230000000249 desinfective effect Effects 0.000 description 1
238000001514 detection method Methods 0.000 description 1
125000003963 dichloro group Chemical group Cl* 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000002360 explosive Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
125000001475 halogen functional group Chemical group 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
150000003949 imides Chemical class 0.000 description 1
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229910017464 nitrogen compound Inorganic materials 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
239000002243 precursor Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
239000007787 solid Substances 0.000 description 1
230000001954 sterilising effect Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229950009390 symclosene Drugs 0.000 description 1
150000003918 triazines Chemical class 0.000 description 1
229960001124 trientine Drugs 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/42—One nitrogen atom
- C07D251/46—One nitrogen atom with oxygen or sulfur atoms attached to the two other ring carbon atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Detergent Compositions (AREA)

CA289,244A 1976-11-26 1977-10-21 Tetrachloroammelide and process for making same Expired CA1070690A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US74514676A	1976-11-26	1976-11-26
US05/826,440 US4122268A (en)	1976-11-26	1977-08-22	Tetrachloroammelide and process for making same

Publications (1)

Publication Number	Publication Date
CA1070690A true CA1070690A (en)	1980-01-29

Family

ID=27114404

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA289,244A Expired CA1070690A (en)	1976-11-26	1977-10-21	Tetrachloroammelide and process for making same

Country Status (11)

Country	Link
JP (1)	JPS5365888A (da)
CA (1)	CA1070690A (da)
DE (1)	DE2751711A1 (da)
DK (1)	DK523377A (da)
ES (1)	ES464461A1 (da)
FR (1)	FR2372159A1 (da)
GB (1)	GB1560149A (da)
IE (1)	IE45813B1 (da)
IT (1)	IT1088551B (da)
LU (1)	LU78572A1 (da)
NL (1)	NL7712174A (da)

1977
- 1977-10-21 CA CA289,244A patent/CA1070690A/en not_active Expired
- 1977-10-24 IE IE216177A patent/IE45813B1/en unknown
- 1977-11-04 NL NL7712174A patent/NL7712174A/xx not_active Application Discontinuation
- 1977-11-16 IT IT2974177A patent/IT1088551B/it active
- 1977-11-19 DE DE19772751711 patent/DE2751711A1/de active Pending
- 1977-11-22 JP JP13955777A patent/JPS5365888A/ja active Pending
- 1977-11-24 LU LU78572A patent/LU78572A1/xx unknown
- 1977-11-25 ES ES464461A patent/ES464461A1/es not_active Expired
- 1977-11-25 DK DK523377A patent/DK523377A/da unknown
- 1977-11-25 FR FR7735624A patent/FR2372159A1/fr not_active Withdrawn
- 1977-11-25 GB GB4907277A patent/GB1560149A/en not_active Expired

Also Published As

Publication number	Publication date
GB1560149A (en)	1980-01-30
ES464461A1 (es)	1978-09-01
DE2751711A1 (de)	1978-06-01
FR2372159A1 (fr)	1978-06-23
NL7712174A (nl)	1978-05-30
IE45813L (en)	1978-05-26
IT1088551B (it)	1985-06-10
LU78572A1 (da)	1978-07-12
IE45813B1 (en)	1982-12-01
JPS5365888A (en)	1978-06-12
DK523377A (da)	1978-05-27

Legal Events

Date	Code	Title	Description
1997-01-29	MKEX	Expiry

Publication	Publication Date	Title
US3035056A (en)	1962-05-15	Potassium dichloroisocyanurate
US3035057A (en)	1962-05-15	Dichloroisocyanurate process and products
US3803144A (en)	1974-04-09	Continuous production of sodium dichloroisocyanurate dihydrate
CA1070690A (en)	1980-01-29	Tetrachloroammelide and process for making same
US4122268A (en)	1978-10-24	Tetrachloroammelide and process for making same
US3835134A (en)	1974-09-10	Polychloroisocyanuric acids prepared from a monoalkali metal cyanurate
US3712891A (en)	1973-01-23	Chlorination of cyanuric acid
JP2952712B2 (ja)	1999-09-27	セミカルバジドの新規製造方法
US3835135A (en)	1974-09-10	Polychloroisocyanuric acids prepared from a monoalkali metal cyanurate
KR0146349B1 (ko)	1998-08-17	5-아미노-1,2,4-트리아졸-3-설폰아미드의 제조방법
US3501468A (en)	1970-03-17	Process for preparing chlorocyanurate compounds
US4007182A (en)	1977-02-08	Process for producing trichloroisocyanuric acid from selected symmetrical triazines
US4208519A (en)	1980-06-17	Cyanuric acid chlorination with alkali metal hypochlorite
US4386202A (en)	1983-05-31	Chloroammelides and their preparation
US3397203A (en)	1968-08-13	Methods of producing chlorocyanuric acids
KR100473333B1 (ko)	2005-03-07	요소를 출발물질로 사용하는 하이드라조디카본아미드의제조방법 및 제조장치
US6133447A (en)	2000-10-17	Process for the preparation of substituted pyridines
CA1074315A (en)	1980-03-25	Oxidative hydrolysis of amino substituted triazines
US3270017A (en)	1966-08-30	Method for producing stable salts of dichloroisocyanuric acid
US5223617A (en)	1993-06-29	Process for producing chloroisocyanurate compounds with concentrated salt-free hypochlorous acid
US2889347A (en)	1959-06-02	Process for producing alkali metal methyl arsonates
EP0151835B1 (en)	1988-05-11	Process for producing pentachloronitrobenzene from hexachlorobenzene
JPH0489466A (ja)	1992-03-23	Ｏ―メチルイソ尿素硫酸塩の製造方法
US4118570A (en)	1978-10-03	Process for producing sodium dichloroisocyanurate
CA1078383A (en)	1980-05-27	Formation of crystalline ((mono-trichloro) tetra-(mono-potassium dichloro)) pentaisocyanurate