Tripropylamine → 7-chloro-2-(2-cyclohexylethyl)-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
Reaction equation
[CH:1]1([CH2:7][CH2:8][C:9]2[S:22][C:12]3=[N:13][C:14](O)=[C:15]([N+:18]([O-:20])=[O:19])[C:16](=[O:17])[N:11]3[N:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CCC)CCC)CC.P(Cl)(Cl)([Cl:35])=O>>[Cl:35][C:14]1[N:13]=[C:12]2[S:22][C:9]([CH2:8][CH2:7][CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[N:10][N:11]2[C:16](=[O:17])[C:15]=1[N+:18]([O-:20])=[O:19]Participants
4
Procedure
In 30 ml of phosphorous oxychloride was suspended 10.2 g of 2-(2-cyclohexylethyl)-7-hydroxy-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one, and 4 ml of tripropylamine was added dropwise to the suspension at room temperature while stirring. The stirring was continued at 80° to 85° C. for an additional 3 hours. After cooling, the reaction mixture was poured into ice-water, and the precipitate formed was collected by filtration and washed with water to obtain 10.4 g of 7-chloro-2-(2-cyclohexylethyl)-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one as a crystalline powder.
Workup
- additionwas added dropwise to the suspension at room temperature
- temperatureAfter cooling
- customthe precipitate formed
- filtrationwas collected by filtration
- washwashed with water
Sources & evidence
- ORD record
- ord-a6ca99b04a6b494c8c5dbd0e333770c8
- Source dataset
- uspto-grants-1990_02
- Patent number
- US04898943
Reaction notes
Loading…