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

HRID 464557Notes

Reaction equation

HRID 464557 reaction equation
[CH2:1]([O:3][C:4]1[N:9]=[C:8]([NH:10][CH3:11])[N:7]=[C:6]([NH2:12])[N:5]=1)[CH3:2].[CH3:13][O:14][C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23]([N:26]=[C:27]=[O:28])(=[O:25])=[O:24])=[O:16]>C(Cl)Cl>[CH2:1]([O:3][C:4]1[N:9]=[C:8]([NH:10][CH3:11])[N:7]=[C:6]([NH:12][C:27]([NH:26][S:23]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[C:15]([O:14][CH3:13])=[O:16])(=[O:24])=[O:25])=[O:28])[N:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 6937956-Ethoxy-N~2~-methyl-1,3,5-triazine-2,4-diamine

Product 1

HCID 91756Ethametsulfuron-methylYield 46.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 0.8 g of 4-ethoxy-6-methylamino-1,3,5-triazin-2-amine in 25 ml of methylene chloride was added 1.14 g of 2-(methoxycarbonyl)benzenesulfonyl isocyanate. Dissolution of the suspension occurred, followed by precipitation of a solid. After 1 hour at ambient temperature, the solid was collected and dried giving 0.9 g of the title compound, m.p. 204°-206° C.

Workup

  1. dissolutionDissolution of the suspension
  2. customfollowed by precipitation of a solid
  3. customthe solid was collected
  4. customdried

Sources & evidence

ORD record
ord-9acb380ffaef4a77b49366facde43f3c
Source dataset
uspto-grants-1985_10
Patent number
US04548638

Reaction notes

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