Water → HCID 21695263, compound

HRID 847385Notes

Reaction equation

HRID 847385 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:7])[CH3:6].[Cl:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]1[C:20](=[O:21])[C:19]2[CH:22]=[CH:23][S:24][C:18]=2[S:17][CH2:16][CH2:15]1.O>C(Cl)Cl>[C:5]([C:23]1[S:24][C:18]2[S:17][CH2:16][CH2:15][N:14]([CH2:13][CH2:12][CH2:11][CH2:10][Cl:9])[C:20](=[O:21])[C:19]=2[CH:22]=1)(=[O:7])[CH3:6]

Participants

6

Reactant 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 19881109HCID 19881109, compound

Product 1

HCID 21695263HCID 21695263, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a suspension of 13 g of aluminum chloride in 150 ml of methylene chloride was added 4.6 ml of acetyl chloride under ice-cooling and the mixture was stirred for 15 minutes. To the mixture was added a solution of 9.0 g of 4-(4-chlorobutyl)-2,3-dihydrothieno[3,2-f]-1,4-thiazepin-5(4H)-one in 20 ml of methylene chloride and the mixture was stirred at room temperature of 2 hours. Then, the mixture was poured into chilled water and extracted with chloroform. The extract was washed with water, dried over magnesium sulfate and the solvent was distilled off. The resulting crystals were recrystallized from ethyl acetate to give 6.9 g of 7-acetyl-4-(4-chlorobutyl)-2,3-dihydrothieno-[3,2-f]-1,4-thiazepin-5(4H)-one as white crystals, melting at 132°-134° C.

Workup

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature of 2 hours
  3. additionThen, the mixture was poured
  4. extractionextracted with chloroform
  5. washThe extract was washed with water
  6. dry with materialdried over magnesium sulfate
  7. distillationthe solvent was distilled off
  8. customThe resulting crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-3f6e5ff207ab4ff78ca2af53445285e2
Source dataset
uspto-grants-1992_08
Patent number
US05141930

Reaction notes

Loading…