Methoxycarbonyl isothiocyanate → 1-Methoxycarbonyl-3-(5-phenoxysulfonyl-2-ureidophenyl)-thiourea

HRID 2164406Notes

Reaction equation

HRID 2164406 reaction equation
[CH3:1][O:2][C:3]([N:5]=[C:6]=[S:7])=[O:4].[O:8]([S:15]([C:18]1[CH:19]=[CH:20][C:21]([NH:25][C:26]([NH2:28])=[O:27])=[C:22]([CH:24]=1)[NH2:23])(=[O:17])=[O:16])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>O1CCOCC1>[CH3:1][O:2][C:3]([NH:5][C:6]([NH:23][C:22]1[CH:24]=[C:18]([S:15]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)(=[O:16])=[O:17])[CH:19]=[CH:20][C:21]=1[NH:25][C:26]([NH2:28])=[O:27])=[S:7])=[O:4]

Participants

4

Reactant 2

HCID 552246Methoxycarbonyl isothiocyanateHCID 155855265-Phenoxysulfonyl-2-ureidoaniline

Product 1

HCID 155853861-Methoxycarbonyl-3-(5-phenoxysulfonyl-2-ureidophenyl)-thiourea

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

25 ml of methoxycarbonyl isothiocyanate are added dropwise to 23.5 g of 5-phenoxysulfonyl-2-ureidoaniline in 100 ml of dioxane, with stirring, the temperature rising to about 35° C. The mixture is stirred for a further four hours without cooling, the dioxane is distilled off, the residue is stirred with diisopropyl ether and the solid is filtered off with suction.

Workup

  1. customrising to about 35° C
  2. stirringThe mixture is stirred for a further four hours
  3. temperaturewithout cooling
  4. distillationthe dioxane is distilled off
  5. stirringthe residue is stirred with diisopropyl ether
  6. filtrationthe solid is filtered off with suction

Sources & evidence

ORD record
ord-18a16bbc2a364d94b058f7be5ae6c116
Source dataset
uspto-grants-1985_03
Patent number
US04504490

Reaction notes

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