Acetyl chloride → HCID 86680930, compound

HRID 1503176Notes

Reaction equation

HRID 1503176 reaction equation
[CH3:1][CH2:2][O:3][C:4]([CH:6]1[NH:10][CH:9]([C:11]([OH:13])=[O:12])[CH2:8][S:7]1)=[O:5].[C:14](Cl)(=[O:16])[CH3:15].C(N(CC)CC)C>>[CH3:1][CH2:2][O:3][C:4]([CH:6]1[N:10]([C:14](=[O:16])[CH3:15])[CH:9]([C:11]([OH:13])=[O:12])[CH2:8][S:7]1)=[O:5]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 57312911HCID 57312911, compound

Product 1

HCID 86680930HCID 86680930, compound

Procedure

Thiazolidine-2,4-dicarboxylic acid 2-ethyl ester (1.0 g, 4.89 mmol) was subjected to acylation with acetyl chloride (0.52 ml, 7.31 mmol) in the presence of triethylamine (1.02 ml, 7.33 mmol) to give N-acetylthiazolidine-2,4-dicarboxylic acid 2-ethyl ester (with the ratio of two kinds of stereoisomers of about 37:63 as confirmed by NMR) as an amorphous solid (1.19 g).

Sources & evidence

ORD record
ord-36c4e62c82dc432cbdf17b5be7e97810
Source dataset
uspto-grants-2015_12
Patent number
US09212154B2

Reaction notes

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