Acrylate → 332099-38-4

HRID 2306812Notes

Reaction equation

HRID 2306812 reaction equation
[Cl:1][C:2]1[S:6][C:5]([CH:7]=O)=[CH:4][CH:3]=1.[CH2:9]([O:11][C:12](=[O:17])[CH2:13][N:14]=[N+]=[N-])[CH3:10].[NH4+].[Cl-].C([O-])(=O)C=C>O.CCOCC.C(O)C>[CH2:9]([O:11][C:12]([C:13]1[NH:14][C:4]2[CH:3]=[C:2]([Cl:1])[S:6][C:5]=2[CH:7]=1)=[O:17])[CH3:10]

Participants

8

Reactant 4

HCID 25188Acrylate2×HCID 25517Ammonium ChlorideHCID 69480Acetic acid, azido-, ethyl esterHCID 817002-Thiophenecarboxaldehyde, 5-chloro-

Product 1

HCID 11629993332099-38-4

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

5-chloro-thiophene-2-carbaldehyde was annulated according to Procedure H (aldehyde and azido-acetic acid ethyl ester added as ethanol solution (1.2 M of ester) such that reaction temperature maintained at 0-5° C.; reaction mixture allowed to warm to room temperature, stirred for 2 h, poured into cold saturated aqueous NH4Cl; after ether extractions, combined acrylate organic phases washed with water until aqueous phase was neutral; 0.5 M solution of crude acrylate heated for 1.5 h).

Sources & evidence

ORD record
ord-d9e930abde194cb99f9de8463fb6499c
Source dataset
uspto-grants-2004_12
Patent number
US06828343B2

Reaction notes

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