4-Chloro-3,5-dinitrobenzotrifluoride → HCID 14928315, compound

HRID 1383062Notes

Reaction equation

HRID 1383062 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].[NH2:18][C:19](N)=[S:20]>S1(CCCC1)(=O)=O>[NH2:18][C:19]1[S:20][C:2]2[C:3]([N+:15]([O-:17])=[O:16])=[CH:4][C:5]([C:11]([F:14])([F:13])[F:12])=[CH:6][C:7]=2[N:8]=1

Participants

4

Reactant 2

HCID 98094-Chloro-3,5-dinitrobenzotrifluorideHCID 2723790Thiourea

Product 1

HCID 14928315HCID 14928315, compoundYield 54.4%

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Conditions

Temperature
100 °C

Procedure

67.5 g of 4-chloro-3,5-dinitrobenzotrifluoride are slowly introduced, with stirring, into a solution of 76 g of thiourea in 250 ml of sulpholane at 100° C. The mixture is stirred at 100° C. for a further one hour. After cooling, the precipitate is filtered off with suction and dried. 35.7 g of crude 2-amino-5-trifluoromethyl-7-nitrobenzothiazole of melting point 254°-256° C. (decomposition) are obtained. Recrystallisation from pyridine/water (3/1) raises the melting point to 262°-263° C. me+ : 263.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate is filtered off with suction
  3. customdried

Sources & evidence

ORD record
ord-e02fca69ad784694b457b885b908417f
Source dataset
uspto-grants-1989_02
Patent number
US04808723

Reaction notes

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