Hydrochloric Acid → HCID 178464509, compound

HRID 1579024Notes

Reaction equation

HRID 1579024 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[Cl:6][C:7]1[C:19]([Cl:20])=[C:18]([Cl:21])[C:10]2[N:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[NH:13][C:9]=2[C:8]=1[S:22](Cl)(=[O:24])=[O:23].Cl>CC(C)=O>[Cl:6][C:7]1[C:19]([Cl:20])=[C:18]([Cl:21])[C:10]2[N:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[NH:13][C:9]=2[C:8]=1[S:22]([N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])(=[O:24])=[O:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8021Diethylamine2×HCID 178527431HCID 178527431, compound

Product 1

HCID 178464509HCID 178464509, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
30 °C

Procedure

Diethylamine (102 parts) was added dropwise to a suspension of the 5,6,7-trichloro-2-trifluoromethylbenzimidazole-4-sulphonyl chloride (136 parts) in acetone (400 parts) cooled in an ice bath to maintain a temperature of about 30°C. After the addition of all the diethylamine, the mixture was stirred for 15 minutes and then poured into excess ice/water. The resulting solution was acidified with concentrated hydrochloric acid to precipitate a cream solid which was filtered off, washed with water and dried to give 5,6,7-trichloro-N,N-diethyl-2-trifluoromethylbenzimidazole-4-sulphonamide (144 parts, 97% yield), melting point 155°-157°C.

Workup

  1. temperaturecooled in an ice bath
  2. customto precipitate a cream solid which
  3. filtrationwas filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-31ce8f1ff2a5443083382a6fba84da2e
Source dataset
uspto-grants-1976_02
Patent number
US03940416

Reaction notes

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