Thionyl Chloride → HCID 14931753, compound
Reaction equation
[C:1]([NH:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][CH2:11][CH2:12]O)[N:9]=1)(=[O:3])[CH3:2].S(Cl)([Cl:16])=O.C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[C:1]([NH:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][CH2:11][CH2:12][Cl:16])[N:9]=1)(=[O:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To a suspension of 2-acetylamino-4-(3-hydroxypropyl)thiazole (1.5 g) in chloroform (2 ml) was added thionyl chloride (1.1 ml) and the mixture was warmed at 60° C. After the reaction was finished, the reaction mixture was poured into ice water and neutralized with an aqueous solution of sodium hydrogen carbonate. The mixture was extracted with chloroform and the extract was dried over magnesium sulfate and concentrated to give 2-acetylamino-4-(3-chloropropyl)thiazole (1.50 g).
Workup
- extractionThe mixture was extracted with chloroform
- dry with materialthe extract was dried over magnesium sulfate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-f2c676fdcd0643d0a7d00fe339cf046d
- Source dataset
- uspto-grants-1988_05
- Patent number
- US04742057
Reaction notes
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