Triethylamine → 2-(4-Cyanobenzoylamino)-4,4-bis(trifluoromethyl)-5-(tetrafluoroethylidene)-2-thiazoline

HRID 1588289Notes

Reaction equation

HRID 1588289 reaction equation
[NH:1]=[C:2]1[NH:6][C:5]([C:11]([F:14])([F:13])[F:12])([C:7]([F:10])([F:9])[F:8])[C:4](=[C:15]([F:20])[C:16]([F:19])([F:18])[F:17])[S:3]1.C(N(CC)CC)C.[C:28]([C:30]1[CH:38]=[CH:37][C:33]([C:34](Cl)=[O:35])=[CH:32][CH:31]=1)#[N:29]>C1(C)C=CC=CC=1.ClCCl>[C:28]([C:30]1[CH:38]=[CH:37][C:33]([C:34]([NH:1][C:2]2[S:3][C:4](=[C:15]([F:20])[C:16]([F:17])([F:18])[F:19])[C:5]([C:7]([F:10])([F:9])[F:8])([C:11]([F:12])([F:13])[F:14])[N:6]=2)=[O:35])=[CH:32][CH:31]=1)#[N:29]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 801724-Cyanobenzoyl chlorideHCID 178508427HCID 178508427, compound

Product 1

HCID 541563902-(4-Cyanobenzoylamino)-4,4-bis(trifluoromethyl)-5-(tetrafluoroethylidene)-2-thiazoline

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent2×HCID 6344DichloromethaneSolvent

Conditions

Temperature
103 °C

Procedure

In toluene (40 ml) were dissolved 2-imino-4,4-bis(trifluoromethyl)-5-(tetrafluoroethylidene)-1,3-thiazolidine (2.0 g) and triethylamine (1.0 ml), and a solution of 4-cyanobenzoyl chloride (1.2 g) dissolved in a mixed solution of toluene (10 ml) and dichloromethane (2 ml) was gradually added thereto under cooling and the mixture was stirred at 103° C. for 3 hours.

Workup

  1. additionwas gradually added
  2. temperatureunder cooling

Sources & evidence

ORD record
ord-077c09bb47db44438561de5bf440f32a
Source dataset
uspto-grants-1993_06
Patent number
US05221685

Reaction notes

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