Water → HCID 19881130, compound

HRID 847396Notes

Reaction equation

HRID 847396 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:12](=[O:13])[C:11]2[CH:14]=[C:15]([CH3:17])[S:16][C:10]=2[S:9][CH2:8][CH2:7]1.[C:18]1(=[O:28])[NH:22][C:21](=[O:23])[C:20]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:19]12.[K].O>CN(C)C=O>[OH2:13].[C:18]1(=[O:28])[N:22]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]2[C:12](=[O:13])[C:11]3[CH:14]=[C:15]([CH3:17])[S:16][C:10]=3[S:9][CH2:8][CH2:7]2)[C:21](=[O:23])[C:20]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:19]12

Participants

5

Reactant 3

HCID 962WaterHCID 19881050HCID 19881050, compoundHCID 24194345Phthalimide potassium salt

Product 1

HCID 19881130HCID 19881130, compoundYield 212.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3.0 g of 4-(4-chlorobutyl)-2,3-dihydro-7-methylthieno[3,2-f][1,4]thiazepin-5(4H)-one in 30 ml of dimethylformamide was added 2.3 g of potassium phthalimide and stirred at 70°-80° C. for 6 hours. After cooling, the mixture was poured into water and extracted with ethyl acetate. The extract was washed with water, dried and concentrated in vacuo. The resulting crude crystals were recrystallized from methanol to give 4.6 g of 4-(4-phthalimidobutyl)-2,3-dihydro-7-methylthieno[3,2-f][1,4]thiazepin-5(4H)-one hydrate as white crystals, melting at 120°-121° C.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe resulting crude crystals were recrystallized from methanol

Sources & evidence

ORD record
ord-837d33dfcb4f4c7582ec4d07d3f5b482
Source dataset
uspto-grants-1992_08
Patent number
US05141930

Reaction notes

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