2-Aminothiophenol → HCID 14234695, compound

HRID 622375Notes

Reaction equation

HRID 622375 reaction equation
Br[CH:2]([CH:7]([CH3:10])[CH2:8][CH3:9])[C:3]([O:5]C)=O.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[SH:18]>>[CH3:10][CH:7]([CH:2]1[C:3](=[O:5])[NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[S:18]1)[CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 87132-AminothiophenolHCID 21293035HCID 21293035, compound

Product 1

HCID 14234695HCID 14234695, compoundYield 72.6%

Procedure

In the same manner as in Reference Example 9, methyl 2-bromo-3-methylvalerate (1:1 diastereomer mixture) and 2-aminothiophenol were allowed to react followed by ring closure reaction, to give 2-(1-methylpropyl)-2H-1,4-benzothiazin-3(4H)-one (1:1 diastereomer mixture) as colorless prisms. mp 99°-100° C. (recrystallized from ethanol). Yield 72.6%.

Workup

  1. customto react
  2. customfollowed by ring closure reaction

Sources & evidence

ORD record
ord-66d6529f62744c85b5d626927d0a4a68
Source dataset
uspto-grants-1988_09
Patent number
US04771050

Reaction notes

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