Triethylamine → Methyl 5-(thiophen-2-yl)-1,3-oxazole-4-carboxylate

HRID 1462417Notes

Reaction equation

HRID 1462417 reaction equation
[N+:1]([CH2:3][C:4]([O:6][CH3:7])=[O:5])#[C-:2].C(N(CC)CC)C.[S:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[C:20](Cl)=[O:21]>O1CCCC1>[S:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[C:20]1[O:21][CH:2]=[N:1][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 789282-Thiophenecarbonyl chlorideHCID 547815Methyl isocyanoacetate

Product 1

HCID 13105420Methyl 5-(thiophen-2-yl)-1,3-oxazole-4-carboxylateYield 86%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

29.7 g of methyl α-isocyanoacetate, 120 g of triethylamine, 450 ml of tetrahydrofuran and 48.4 g of 2-thienylcarbonyl chloride are treated in the same manner as described in Preparation 1-(1). 53.9 g of 5-(2-thienyl)-4-methoxycarbonyloxazole are thereby obtained.

Workup

  1. customas described in Preparation 1-(1)

Sources & evidence

ORD record
ord-7a3101221e9646ab89edee52884c9a09
Source dataset
uspto-grants-1984_07
Patent number
US04460596

Reaction notes

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