Methanol → HCID 70073965, compound

HRID 982029Notes

Reaction equation

HRID 982029 reaction equation
[ClH:1].Cl.[S:3]1[CH:7]=[C:6]([CH2:8][C@@H:9]([C:11]([OH:13])=[O:12])[NH2:10])[N:5]=[CH:4]1.S(Cl)([Cl:16])=O.[CH3:18]O>>[ClH:16].[ClH:1].[CH3:18][O:12][C:11](=[O:13])[C@H:9]([CH2:8][C:6]1[N:5]=[CH:4][S:3][CH:7]=1)[NH2:10]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 14540321HCID 14540321, compound

Product 1

HCID 70073965HCID 70073965, compoundYield 99%

Conditions

Temperature
0 °C

Procedure

A solution of 0.50 g (2.04 mmol) of dl-β-(4-Thiazolyl)alanine dihydrochloride (dl connotes a 50/50 mixture of dextrorotatory and levorotatory isomers) in 9 ml of methanol was cooled to 0° C. and treated with 0.21 ml (2.86 mmol) of thionyl chloride. The resulting solution was heated at 55° C. for 16 h. Removal of the solvent in vacuo gave 0.56 g (99%) of the desired compound as a white solid. Mass spectrum: (M+H)+ =187.

Workup

  1. temperatureThe resulting solution was heated at 55° C. for 16 h
  2. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-be875a38037b4f7fbefed7993174a6c3
Source dataset
uspto-grants-1991_02
Patent number
US04994477

Reaction notes

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