Dimethylamine → HCID 13269417, compound

HRID 280439Notes

Reaction equation

HRID 280439 reaction equation
[CH3:1][NH:2][CH3:3].[N:4]([C:7]1[CH:22]=[CH:21][C:10]([O:11][C:12]2[CH:13]=[CH:14][C:15]3[S:19][N:18]=[CH:17][C:16]=3[CH:20]=2)=[C:9]([C:23]([F:26])([F:25])[F:24])[CH:8]=1)=[C:5]=[O:6]>C(#N)C>[CH3:1][N:2]([CH3:3])[C:5]([NH:4][C:7]1[CH:22]=[CH:21][C:10]([O:11][C:12]2[CH:13]=[CH:14][C:15]3[S:19][N:18]=[CH:17][C:16]=3[CH:20]=2)=[C:9]([C:23]([F:26])([F:25])[F:24])[CH:8]=1)=[O:6]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 233204495-[4-Isocyanato-2-(trifluoromethyl)phenoxy]-1,2-benzothiazole

Product 1

HCID 13269417HCID 13269417, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5 parts of gaseous dimethylamine were passed into a solution of 33.6 parts of 5-(4'-isocyanato-2'-trifluoromethylphenoxy)-benzisothiazole in 400 parts of acetonitrile at from 10° to 20° C. and the reaction was allowed to continue for 12 hours at from 20° to 30° C., after which the solvent was removed under reduced pressure and the residue was recrystallized from chloroform. 32.7 parts (86% of theory) of 5-(4'-dimethylaminocarbonylamino-2'-trifluoromethylphenoxy)-benzisothiazole of melting point 188° C. were obtained.

Workup

  1. customafter which the solvent was removed under reduced pressure
  2. customthe residue was recrystallized from chloroform

Sources & evidence

ORD record
ord-148e56d7f385457693d546eed033e960
Source dataset
uspto-grants-1986_05
Patent number
US04589910

Reaction notes

Loading…