Diisobutylaluminum hydride → 2-Amino-4-hydroxymethyl-6-methylbenzothiazole

HRID 1253201Notes

Reaction equation

HRID 1253201 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[C:5](=[C:7]([C:12](OC)=[O:13])[CH:8]=[C:9]([CH3:11])[CH:10]=2)[N:6]=1.CC(C[AlH]CC(C)C)C>>[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH2:12][OH:13])[C:5]=2[N:6]=1

Participants

3

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 19894946Methyl 2-amino-6-methylbenzothiazole-4-carboxylate

Product 1

HCID 198949572-Amino-4-hydroxymethyl-6-methylbenzothiazole

Procedure

30 g (0.135 mol) of 5a are reduced with 337.7 ml (0.405 mol) of DIBAL (20% strength solution in toluene) in analogy to Example 1a.

Sources & evidence

ORD record
ord-dd914f4122ac45a5bdf0529ed9599ae5
Source dataset
uspto-grants-1988_05
Patent number
US04748163

Reaction notes

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