2,2-Diethoxyethylamine → HCID 178467929, compound

HRID 1606039Notes

Reaction equation

HRID 1606039 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][CH:24]([O:27][CH2:28][CH3:29])[CH2:25][NH2:26])[CH3:22]>C(O)C>[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[N:11]=[C:12]([NH:26][CH2:25][CH:24]([O:27][CH2:28][CH3:29])[O:23][CH2:21][CH3:22])[CH2:13][N:14]=1

Participants

4

Reactant 2

HCID 695242,2-DiethoxyethylamineHCID 1356675755-(2-Chlorophenyl)-7-ethyl-1,3-dihydro-2H-thieno[2,3-e]-1,4-diazepine-2-thione

Product 1

HCID 178467929HCID 178467929, compoundYield 87.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

[b] A mixture of 20 g of 5-o-chlorophenyl-7-ethyl-1,2-dihydro-3H-thieno[2,3-e][1,4]diazepine-2-thione and 9.6 g of aminoacetaldehyde diethylacetal is added to 200 ml of ethanol, and the whole mixture is refluxed for 2.5 hours. While the reaction mixture is hot, an activated carbon is added to the reaction mixture. The whole mixture is filtered and the filtrate is cooled. The crystals formed are collected by suction filtration and washed with a small amount of ethanol to give 23 g of 5-o-chlorophenyl-2-(2,2-diethoxyethylamino)-7-ethyl-3H-thieno[ 2,3-e][1,4]diazepine melting at 143° - 146°C.

Workup

  1. temperaturethe whole mixture is refluxed for 2.5 hours
  2. additionan activated carbon is added to the reaction mixture
  3. filtrationThe whole mixture is filtered
  4. temperaturethe filtrate is cooled
  5. customThe crystals formed
  6. filtrationare collected by suction filtration
  7. washwashed with a small amount of ethanol

Sources & evidence

ORD record
ord-36ef383d5836467d8f55d5459b17ea3d
Source dataset
uspto-grants-1976_04
Patent number
US03952006

Reaction notes

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