Methanol → 6-(4-Phenylsulfinyl-butoxy)-3,4-dihydro-carbostyril

HRID 1065362Notes

Reaction equation

HRID 1065362 reaction equation
[C:1]1([S:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[NH:19][C:18](=[O:23])[CH2:17][CH2:16]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[OH:25]>O>[C:1]1([S:7]([CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[NH:19][C:18](=[O:23])[CH2:17][CH2:16]3)=[O:25])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 248459066-(4-Phenylmercapto-butoxy)-3,4-dihydro-carbostyril

Product 1

HCID 131383416-(4-Phenylsulfinyl-butoxy)-3,4-dihydro-carbostyril

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.6 gm of 6-(4-phenylmercapto-butoxy)-3,4-dihydro-carbostyril were dissolved in 50 ml of methanol, and 0.9 gm of N-bromosuccininimide were added. After stirring for 15 hours at room temperature, the mixture was diluted with 500 ml of hot water (80° C.) and decanted from the initially oily precipitate which gradually crystallized. After recrystallization from xylene, white crystals with a melting point of 144° to 145° C. were obtained.

Workup

  1. addition0.9 gm of N-bromosuccininimide were added
  2. customdecanted from the initially oily precipitate which
  3. customgradually crystallized
  4. customAfter recrystallization from xylene, white crystals with a melting point of 144° to 145° C.
  5. customwere obtained

Sources & evidence

ORD record
ord-63199b02c2464875b2e8913c67bb6be5
Source dataset
uspto-grants-1982_05
Patent number
US04329347

Reaction notes

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