Triethylamine → 2-(3-Bromobenzoylamino)-4,4-bis(trifluoromethyl)-5-(tetrafluoroethylidene)-2-thiazoline

HRID 1588291Notes

Reaction equation

HRID 1588291 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.[Br:28][C:29]1[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=1)[C:32](Cl)=[O:33]>C1(C)C=CC=CC=1>[Br:28][C:29]1[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=1)[C:32]([NH:1][C:2]1[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]=1)=[O:33]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 74377Benzoyl chloride, 3-bromo-HCID 178508427HCID 178508427, compound

Product 1

HCID 538557292-(3-Bromobenzoylamino)-4,4-bis(trifluoromethyl)-5-(tetrafluoroethylidene)-2-thiazoline

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
103 °C

Procedure

In toluene (80 ml) were dissolved 2-imino-4,4-bis(trifluoromethyl)-5-(tetrafluoroethylidene)-1,3-thiazolidine (5.0 g) and triethylamine (1.5 ml), and a solution of 3-bromobenzoyl chloride (2.9 g) dissolved in toluene (10 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-d90688a09efd4d359e682b901fd3f20c
Source dataset
uspto-grants-1993_06
Patent number
US05221685

Reaction notes

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