Hydrochloric Acid → 2-Amino-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylic acid

HRID 1051914Notes

Reaction equation

HRID 1051914 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]([C:11]([O:13]C)=[O:12])[CH2:9][CH2:8][CH2:7][C:5]=2[N:6]=1.O[Li].O.Cl>C1COCC1.CO.O>[NH2:1][C:2]1[S:3][C:4]2[CH:10]([C:11]([OH:13])=[O:12])[CH2:9][CH2:8][CH2:7][C:5]=2[N:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 90303268Methyl 2-amino-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylate

Product 1

HCID 838803162-Amino-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylic acid

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A mixture of methyl 2-amino-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylate (52 mg, 0.24 mmol) and LiOH.H2O (12 mg, 0.29 mmol) in THF/MeOH/H2O (2.5 mL, 3:1:1) was stirred at RT for 2 h. The mixture was neutralized with aq. HCl and conc. in vacuo. The crude yellow solid was used without any further purification.

Workup

  1. customThe crude yellow solid was used without any further purification

Sources & evidence

ORD record
ord-f718d837fd8c4d0a8d844a8f41f7e570
Source dataset
uspto-grants-2016_07
Patent number
US09388197B2

Reaction notes

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