Sodium Hydroxide → 2-Amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylic acid

HRID 704587Notes

Reaction equation

HRID 704587 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH2:10][CH:9]([C:11]([O:13]C)=[O:12])[CH2:8][CH2:7][C:5]=2[N:6]=1.[OH-].[Na+]>S(=O)(=O)(O)O>[NH2:1][C:2]1[S:3][C:4]2[CH2:10][CH:9]([C:11]([OH:13])=[O:12])[CH2:8][CH2:7][C:5]=2[N:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15101120Methyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate

Product 1

HCID 151011032-Amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylic acid

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of (±)-methyl 2-amino-4,5,6,7-tetrahydro-6-benzothiazolecarboxylate (8.5 g) (Example D) in 200 ml of 2N sulfuric acid is refluxed for eight hours. The solution is cooled in ice and adjusted to pH 6 with concentrated sodium hydroxide solution. The title compound precipitates as a beige solid; mp 220°-250° C. (dec).

Workup

  1. temperatureThe solution is cooled in ice
  2. customThe title compound precipitates as a beige solid

Sources & evidence

ORD record
ord-683db2d7ffdb424da3396a35be2997c7
Source dataset
uspto-grants-1991_01
Patent number
US04988699

Reaction notes

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