Water → 2-(3-bromopropyl)-6,7-dimethyl-2H-1,4-benzothiazin-3(4H)-one

HRID 235635노트

반응식

HRID 235635 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=1[SH:10].Br[CH:12]([CH2:17][CH2:18][CH2:19][Br:20])[C:13](OC)=[O:14].O>CN(C)C=O>[Br:20][CH2:19][CH2:18][CH2:17][CH:12]1[C:13](=[O:14])[NH:1][C:2]2[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=2[S:10]1

참가 물질

5

반응물 3

HCID 962WaterHCID 3006462-Amino-4,5-dimethylbenzenethiolHCID 10912698Methyl 2,5-dibromopentanoate

생성물 1

HCID 137846132-(3-bromopropyl)-6,7-dimethyl-2H-1,4-benzothiazin-3(4H)-one수율 69.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 3.06 g of 2-amino-4,5-dimethylthiophenol in 50 ml of dimethylformamide was added 5.48 g of methyl 2,5-dibromovalerate at room temperature with stirring. The mixture was stirred for 14 hours, poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated. The residue was washed with a mixture of ether and hexane to obtain 4.35 g (69.3%) of 2-(3-bromopropyl)-6,7-dimethyl-2H-1,4-benzothiazin-3(4H)-one as crystals. Recrystallization from methanol gave prisms, m.p. 151°-153° C.

후처리

  1. stirringThe mixture was stirred for 14 hours
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with water
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. washThe residue was washed with a mixture of ether and hexane

출처 및 근거

ORD 기록
ord-7b6ac7bd60424125b3075712dcc04934
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640916

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