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 0.2 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-2ce8de5ebde34b87b4c5c63a99ff1610

出典データセット

uspto-grants-2006_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07078527B2