HCID 21450989, compound → HCID 21450990, compound

HRID 596198Notes

Reaction equation

HRID 596198 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]2[CH:17]=[C:16]([CH2:18][CH3:19])[S:15][C:10]=2[NH:11][CH2:12][CH2:13][N:14]=1.[O:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28][NH:29][C:30]([Cl:32])=[O:31])[CH2:22][CH2:21]1>N1C=CC=CC=1>[ClH:1].[ClH:32].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]2[CH:17]=[C:16]([CH2:18][CH3:19])[S:15][C:10]=2[N:11]([C:30](=[O:31])[NH:29][CH2:28][CH2:27][CH2:26][N:23]2[CH2:22][CH2:21][O:20][CH2:25][CH2:24]2)[CH2:12][CH2:13][N:14]=1

Participants

4

Reactant 2

HCID 21450989HCID 21450989, compoundHCID 135967971HCID 135967971, compound

Product 1

HCID 21450990HCID 21450990, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 5.8 g of 5-o-chlorophenyl-7-ethyl-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepine in 50 ml of pyridine is added 4.5 g of 3-morpholinopropylcarbamoyl chloride and stirred for 24 hours at 60° C. Then pyridine is evaporated under reduced pressure, and to the residue is added acetone to crystallize. The crude crystals obtained are recrystallized from ethanol to give 5-o-chlorophenyl-7-ethyl-1-(3-morpholinopropylcarbamoyl)-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepine dihydrochloride as yellow crystals, melting at 225°-238° 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-af2105d95d754dbe95ff77583430c9e5
Source dataset
uspto-grants-1977_03
Patent number
US04010184

Reaction notes

Loading…