Diethylamine → HCID 178464509, compound

HRID 1579021Notes

Reaction equation

HRID 1579021 reaction equation
[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([Cl:16])[C:5]2[N:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[NH:8][C:4]=2[C:3]=1[S:17](Cl)(=[O:19])=[O:18].[CH2:21]([NH:23][CH2:24][CH3:25])[CH3:22]>CC(C)=O>[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([Cl:16])[C:5]2[N:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[NH:8][C:4]=2[C:3]=1[S:17]([N:23]([CH2:24][CH3:25])[CH2:21][CH3:22])(=[O:19])=[O:18]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 178527431HCID 178527431, compound

Product 1

HCID 178464509HCID 178464509, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

5,6,7-Trichloro-2-(trifluoromethyl)-4-benzimidazolesulphonyl chloride (22 parts) in dry acetone (80 parts) was added dropwise to a solution of diethylamine (12 parts) in dry acetone (16 parts). The temperature was kept below 30° and the reaction mixture stirred for 2 hours. The solvent was evaporated and the residue treated with 6N hydrochloric acid. The solid product was collected, washed with water and dried (23 parts). Recrystallisation from toluene (charcoal) gave the required product as pale coloured needles (21.6 parts; m.p.[melting point] 152°-154°; 89.7%).

Workup

  1. customwas kept below 30°
  2. customThe solvent was evaporated
  3. additionthe residue treated with 6N hydrochloric acid
  4. customThe solid product was collected
  5. washwashed with water
  6. customdried (23 parts)
  7. customRecrystallisation from toluene (charcoal)

Sources & evidence

ORD record
ord-0992f3677fa4476e96783f27e94f79ac
Source dataset
uspto-grants-1976_02
Patent number
US03940416

Reaction notes

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