Dimethylcarbamoyl Chloride → HCID 21450980, compound

HRID 596194Notes

Reaction equation

HRID 596194 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[C:10]3[CH:18]=[C:17]([CH2:19][CH3:20])[S:16][C:11]=3[NH:12][CH2:13][CH2:14][N:15]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:21][N:22]([CH3:26])[C:23](Cl)=[O:24]>N1C=CC=CC=1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[C:10]3[CH:18]=[C:17]([CH2:19][CH3:20])[S:16][C:11]=3[N:12]([C:23](=[O:24])[N:22]([CH3:26])[CH3:21])[CH2:13][CH2:14][N:15]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 6598Dimethylcarbamoyl ChlorideHCID 136096315HCID 136096315, compound

Product 1

HCID 21450980HCID 21450980, compoundYield 69.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of 2.8 g of 5-(3,4-dichlorophenyl)-7-ethyl-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepine in 50 ml of pyridine is added 1.3 g of dimethylcarbamoyl chloride, and stirred for 24 hours at 60° C. Then pyridine is evaporated under reduced pressure. To the residue is added acetone to crystallize. The crude crystals obtained are recrystallized from ethanol to give 1.3 g of 5-(3,4-dichlorophenyl)-7-ethyl-1-dimethylcarbamoyl-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepine hydrochloride as pale yellow crystals, melting at 219°-221° C with decomposition.

Workup

  1. customThen pyridine is evaporated under reduced pressure
  2. additionTo the residue is added acetone
  3. customto crystallize
  4. customThe crude crystals obtained
  5. customare recrystallized from ethanol

Sources & evidence

ORD record
ord-4668f2c4a75b4dc48720376f23cee8df
Source dataset
uspto-grants-1977_03
Patent number
US04010184

Reaction notes

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