Dimethylamine → HCID 13251427, compound

HRID 596193Notes

Reaction equation

HRID 596193 reaction equation
O1CCCC1.[CH3:6][NH:7][CH3:8].Cl.Cl[C:11]([N:13]1[C:19]2[S:20][C:21]([CH2:23][CH3:24])=[CH:22][C:18]=2[C:17]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[N:16][CH2:15][CH2:14]1)=[O:12]>O>[CH2:23]([C:21]1[S:20][C:19]2[N:13]([C:11](=[O:12])[N:7]([CH3:8])[CH3:6])[CH2:14][CH2:15][N:16]=[C:17]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:18]=2[CH:22]=1)[CH3:24]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 21451017HCID 21451017, compound

Product 1

HCID 13251427HCID 13251427, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 50 ml of 25%(W/V) tetrahydrofuran solution of dimethylamine is added 7.1 g of 1-chlorocarbonyl-7-ethyl-5-phenyl-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepine hydrochloride by portions with cooling and stirring, and stirred at room temperature for 2 hours. The reaction mixtureis transferred to water and extracted with ethyl acetate. The organic layer is washed with water and dried over anhydrous magnesium sulfate. The solvent is evaporated under reduced pressure, and the residue is treated with ethanolic hydrogen chloride to give 7-ethyl-1-dimethylcarbamoyl-5-phenyl-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepine hydrochloric as yellow crystals, melting at 237°-238° C with decomposition.

Workup

  1. temperaturewith cooling
  2. stirringstirred at room temperature for 2 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer is washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent is evaporated under reduced pressure
  7. additionthe residue is treated with ethanolic hydrogen chloride

Sources & evidence

ORD record
ord-716e1fe9655a4f65ab77df6f27036e6e
Source dataset
uspto-grants-1977_03
Patent number
US04010184

Reaction notes

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