Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → Primisulfuron-methyl

HRID 1632899Notes

Reaction equation

HRID 1632899 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([N:14]=[C:15]=[O:16])(=[O:13])=[O:12])=[O:4].[NH2:17][C:18]1[N:23]=[C:22]([O:24][CH:25]([F:27])[F:26])[CH:21]=[C:20]([O:28][CH:29]([F:31])[F:30])[N:19]=1>O1CCOCC1>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([NH:14][C:15]([NH:17][C:18]1[N:19]=[C:20]([O:28][CH:29]([F:30])[F:31])[CH:21]=[C:22]([O:24][CH:25]([F:27])[F:26])[N:23]=1)=[O:16])(=[O:12])=[O:13])=[O:4]

Participants

4

Reactant 2

HCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 134918234,6-Bis(difluoromethoxy)pyrimidin-2-amine

Product 1

HCID 101525Primisulfuron-methyl

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3.62 g (0.0158 mole) of 2-methoxycarbonylphenylsulfonylisocyanate and 2.63 g (0.0116 mole) of 2-amino-4,6-bis-(difluoromethoxy)pyrimidine are reacted in 50 ml of dioxan as described in Example 1, affording the title compound with a melting point of 186°-188° C.

Sources & evidence

ORD record
ord-4b7282565dbc47079e2bdc65f85aa12a
Source dataset
uspto-grants-1984_10
Patent number
US04478635

Reaction notes

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