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4-Thiazolecarbonitrile

4-Thiazolecarbonitrile structure

4-Thiazolecarbonitrile 

structure
  • CAS No:

    1452-15-9

  • Formula:

    C4H2N2S

  • Chemical Name:

    4-Thiazolecarbonitrile

  • Synonyms:

    4-Thiazolecarbonitrile;4-Cyanothiazole;1,3-Thiazole-4-carbonitrile

4-Thiazolecarbonitrile Basic Attributes

110.134

110.14

215-919-4

F11233V4YM

DTXSID3027401

2934100090

Characteristics

64.9

1

1.393 (estimate)

60-61 °C

100-120 °C @ Press: 20 Torr

96.1±19.8 °C

1.5500 (estimate)

0.0505mmHg at 25°C

Safety Information

3275

10-20/21/22

16-26-36

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

4-Thiazolecarbonitrile Use and Manufacturing

Methods of Manufacturing

General procedure: Into a 1L open reactor was added 500g of carboxylic acid raw material (chemically pure) and stirring was turned on (600 r/min) from the reactorThe bottom is continuously fed with ammonia gas (chemical purity, water content of 5.1percent by weight, flow rate of 100 g/min) to the carboxylic acid feed. After the reaction was allowed to proceed for TC hours at the reaction temperature TA, ammonia gas flow was stopped. The contents of the reactor were sampled and subjected to nuclear magnetic proton and elemental analysis to characterize the amide intermediate. Specific reaction conditions and characterization results are shown in Table A-1, Table A-2, Table A-3, Table A-4, Table A-5 and Table A-6. These characterization results show that the amide intermediates obtained have an extremely high purity (above 99percent).In this embodiment, the ammonia gas can be directly replaced with waste ammonia gas (from Yangzi Petrochemical Plant, containing approximately50wtpercent of ammonia gas, the rest were toluene, oxygen, nitrogen, steam, carbon monoxide, and carbon dioxide, and the flow rate of this waste ammonia was 130g/min).To a solution of thiazole-4-carboxamide (10. Og, 67.1 mmol) in THF (150 mL) were slowly added triethylamine ( 42.1 mL, 302 mmol) and TFAA (19 mL, 134 mmol) at 0 °C successively. After being slowly warmed to rt and stirred for 18 hrs, the reaction mixture was diluted with H4-Cyanothiazole A round bottom flask is charged with 10.0 g. (0.16 mole) of thioformamide, 11.2 g. (0.08 mole) of beta, beta-dichloro-alpha-aminoacrylonitrile, 0.83 g. (0.004 mole) of p-toluenesulfonic acid monohydrate and 300 ml. of acetone. The resulting yellow solution is heated at reflux with magnetic stirring for three hours. As the reaction progresses a yellow precipitate appears on the sides of the flask. After the heating period is completed, the reaction solution is cooled and then filtered through a sintered glass funnel to give a clear yellow solution. This solution is stripped on the rotary evaporator and the residue is recrystallized from hexane to give 4-cyanothiazole as white crystals, m.p. 55-56.

Uses

CHEM INT FOR THIABENDAZOLE (ANTIPARASITIC AGENT)

Production

(1979) No Data|(1981) No Data

4-Thiazolecarbonitrile: INACTIVE

Computed Properties

Molecular Weight:110.14
XLogP3:1
Hydrogen Bond Acceptor Count:3
Exact Mass:109.99386925
Monoisotopic Mass:109.99386925
Topological Polar Surface Area:64.9
Heavy Atom Count:7
Complexity:104
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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