Isoamyl Nitrite → Methyl 5-(2-phenylethyl)-4-thiazolecarboxylate

HRID 2218752Notes

Reaction equation

HRID 2218752 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7](N)[S:8][C:9]=1[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:4].N(OCCC(C)C)=O>C1COCC1>[CH3:1][O:2][C:3]([C:5]1[N:6]=[CH:7][S:8][C:9]=1[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:4]

Participants

4

Reactant 2

HCID 8053Isoamyl NitriteHCID 56763068HCID 56763068, compound

Product 1

HCID 59770291Methyl 5-(2-phenylethyl)-4-thiazolecarboxylateYield 55%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reflux one equiv of 2-amino-5-phenethyl-thiazole-4-carboxylic acid methyl ester and 3 equiv of isoamyl nitrite in THF (0.13M) for 3 h. Evaporate volatile components to give 55% yield of title compound. BPLC (GRAD80-100M) t=2.410 (99%). MS (APCI): 248 (M+1).

Workup

  1. customEvaporate volatile components

Sources & evidence

ORD record
ord-cb09266c31174053bd53c45a82e4c9dd
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

Loading…