Hydrazinecarboxylic acid, ethyl ester → HCID 68138515, compound

HRID 1658531Notes

Reaction equation

HRID 1658531 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:18]=[C:17]([CH2:19][CH3:20])[S:16][C:10]=2[NH:11][C:12](=S)[CH2:13][N:14]=1.[CH2:21]([O:23][C:24]([NH:26][NH2:27])=[O:25])[CH3:22]>C(O)C>[CH2:21]([O:23][C:24]([NH:26][NH:27][C:12]1[CH2:13][N:14]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[C:9]2[CH:18]=[C:17]([CH2:19][CH3:20])[S:16][C:10]=2[N:11]=1)=[O:25])[CH3:22]

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 1356675755-(2-Chlorophenyl)-7-ethyl-1,3-dihydro-2H-thieno[2,3-e]-1,4-diazepine-2-thione

Product 1

HCID 68138515HCID 68138515, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.3 g of 5-o-chlorophenyl-7-ethyl-1,2-dihydro-3H-thieno[2,3-e] [1,4]diazepine-2-thione and 0.5 g of ethoxycarbonylhydrazine in 30 ml of ethanol is refluxed for 5 hours. Then the ethanol is removed under reduced pressure, and the residue is crystallized from ligroin to give 2-ethoxycarbonylhydrazino-5-o-chlorophenyl-7-ethyl-3H-thieno[ 2,3-e] [1,4]diazepine appearing as orange crystals. The product is recrystallized from ethanol to give the pure substance melting at 207° C, in 73% yield.

Workup

  1. customThen the ethanol is removed under reduced pressure
  2. customthe residue is crystallized from ligroin

Sources & evidence

ORD record
ord-89237e335d594358ada691a9a2d9ed04
Source dataset
uspto-grants-1976_06
Patent number
US03965111

Reaction notes

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