HCID 13039363, compound → HCID 70504731, compound

HRID 1395438Notes

Reaction equation

HRID 1395438 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]1[CH:14]=[N:13][C:12]([NH:15][CH3:16])=[N:11][C:10]1=[O:17].Cl.C(NC(N)=O)(=N)N>CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]1[CH:14]=[N:13][CH:12]([NH:15][CH3:16])[NH:11][C:10]1=[O:17]

Participants

4

Reactant 2

HCID 13039363HCID 13039363, compoundHCID 178479487HCID 178479487, compound

Product 1

HCID 70504731HCID 70504731, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The reaction mixture was stirred for 1.5 hours after which an aliquot of the reaction product which had been dissolved in MeOH showed there to be one major spot with Rf equal to that of 1-(2-chloro-6-methylphenyl)-4-methylamino-1,2-dihydro-1,3,5-triazin-2-one and two minor spots of very small Rf, one at the origin and one of the same Rf as the starting material amidinourea hydrochloride. The reaction mixture was allowed to stir an additional 0.5 hour and the solid was filtered to yield 1-(2-chloro-6-methylphenyl)-4-methylaminodihydro-1,3,5-triazin-2-one, (EtOAc:MeOH; 9:1). It has the same two impurities as the crude reaction mixture. 7.7 g of the crude mixture was recrystallized from absolute EtOH; melting point 257.5°-258.5° C.

Workup

  1. stirringto stir an additional 0.5 hour
  2. filtrationthe solid was filtered

Sources & evidence

ORD record
ord-884d0a112cbe4855a320215842a333c4
Source dataset
uspto-grants-1980_05
Patent number
US04203985

Reaction notes

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