Reaction equation
[CH3:1][N:2]([CH3:14])[C:3](=[O:13])[C:4]([S:11][CH3:12])=[N:5][O:6][C:7]([NH:9][CH3:10])=[O:8].[S:15](Cl)(Cl)=[O:16].CN[P:21](=[S:28])([O:25][CH2:26][CH3:27])[O:22][CH2:23][CH3:24].[N:29]1C=CC=C[CH:30]=1>>[CH3:14][N:2]([CH3:1])[C:3](=[O:13])[C:4]([S:11][CH3:12])=[N:5][O:6][C:7]([NH:9][CH2:10][S:15]([NH:29][CH2:30][P:21]([O:22][CH2:23][CH3:24])([O:25][CH2:26][CH3:27])=[S:28])=[O:16])=[O:8]Participants
5
Procedure
To a solution of methyl 2-(dimethylamino)-N-[[(methylamino)carbonyl]oxy]-2-oxoethanimidothioate (3.29 g, 0.015 mole) in dry pyridine 15 ml was added at one time thionyl chloride (1.79 g, 0.015 mole) at -30°. The mixture was allowed to come to room temperature and then stirred for 15 minutes. The mixture was cooled to 0° and O,O-diethyl methylphosphoramidothioate (2.75 g, 0.01 mole) was added. The mixture was allowed to come to room temperature for 1 hour, poured into ice water and extracted with benzene. The benzene solution was washed with water 4 times and then dried over anhydrous sodium sulfate. The benzene was removed under reduced pressure to give a crude product of the formula below. ##STR40##
Workup
- customto come to room temperature
- temperatureThe mixture was cooled to 0°
- waitto come to room temperature for 1 hour
- extractionextracted with benzene
- washThe benzene solution was washed with water 4 times
- dry with materialdried over anhydrous sodium sulfate
- customThe benzene was removed under reduced pressure
Sources & evidence
- ORD record
- ord-6055ec27227a4f8eb0e6bdafe6327d36
- Source dataset
- uspto-grants-1983_10
- Patent number
- US04410518
Linked notes
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