Chloroacetaldehyde → Thiazole, 2-[(3,4,4-trifluoro-3-butenyl)thio]-

15.1 g (64.8 mmol; purity 86.3%) of 3,4,4-trifluoro-3-butenyl dithiocarbamate in 100 ml of dioxane are admixed with 2 ml of conc. hydrochloric acid and 12.4 g (71.2 mmol) of 45% aqueous chloroacetaldehyde solution. The mixture is boiled for 4 h under argon, and another 1 ml of chloroacetaldehyde solution is added after 2 h. The mixture is then concentrated by evaporation under reduced pressure, the residue taken up in dichloromethane and washed with water, and the organic phase concentrated by evaporation under reduced pressure after drying over MgSO4. 16 g (94.4% of theory; purity by GC/MS: 86.1 area %) of an oil are obtained, which may be distilled at 0.4 T/86° C.

1. concentrationThe mixture is then concentrated by evaporation under reduced pressure
2. washwashed with water
3. concentrationthe organic phase concentrated by evaporation under reduced pressure
4. dry with materialafter drying over MgSO4
5. custom16 g (94.4% of theory; purity by GC/MS: 86.1 area %) of an oil are obtained
6. distillationwhich may be distilled at 0.4 T/86° C.

ORDレコード

ord-31a51c12e63b4c9a97039fce545ab174

出典データセット

uspto-grants-2008_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07385093B2