Ethyl 2-(diethylamino)-1,3-thiazole-4-carboxylate → 2-(N,N-Diethylamino)-4-(hydroxymethyl)thiazole

HRID 2107256Notes

Reaction equation

HRID 2107256 reaction equation
[CH2:1]([N:3]([CH2:14][CH3:15])[C:4]1[S:5][CH:6]=[C:7]([C:9](OCC)=[O:10])[N:8]=1)[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH2:14]([N:3]([CH2:1][CH3:2])[C:4]1[S:5][CH:6]=[C:7]([CH2:9][OH:10])[N:8]=1)[CH3:15]

Participants

4

Reactant 2

HCID 12966399Ethyl 2-(diethylamino)-1,3-thiazole-4-carboxylateHCID 21226445Aluminium lithium hydride

Product 1

HCID 187589702-(N,N-Diethylamino)-4-(hydroxymethyl)thiazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The reaction described in Preparation 15 was then repeated, but using 1.9 g of the above ester, 0.31 g of lithium aluminum hydride, and 40 ml of tetrahydrofuran, giving 2-diethylaminothiazol-4-ylmethanol as colorless prisms.

Workup

  1. customThe reaction described in Preparation 15

Sources & evidence

ORD record
ord-5fd4932351eb410abfc3e006ec8e17eb
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

Loading…