N-[3-(2,6-Difluorobenzyloxy)pyrid-2-yl]-N'-(4-chlorophenyl)thiourea → HCID 178457527, compound

HRID 1654934Notes

Reaction equation

HRID 1654934 reaction equation
[F:1][C:2]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:3]=1[CH2:4][O:5][C:6]1[C:7]([NH:12][C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=S)=[N:8][CH:9]=[CH:10][CH:11]=1>C(N)CC>[F:1][C:2]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:3]=1[CH2:4][O:5][C:6]1[C:7]([NH:12][C:13]([NH:8][CH2:7][CH2:6][CH3:11])=[N:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[N:8][CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 1

HCID 20076950N-[3-(2,6-Difluorobenzyloxy)pyrid-2-yl]-N'-(4-chlorophenyl)thiourea

Product 1

HCID 178457527HCID 178457527, compound

Reagents, catalysts & solvents 1

HCID 7852PropylamineSolvent

Procedure

A mixture of N-[3-(2,6-difluorobenzyloxy)pyrid-2-yl]-N'-(4-chlorophenyl)thiourea (1.0 g, 0.0025 mol), yellow mercuric oxide (0.64 g, 0.003 mol) and n-propylamine (20 ml) was stirred at room temperature for 48 hours. The solvent was removed in vacuo and the black residue was boiled with chloroform and filtered hot. Evaporation of the solvent and recrystallisation from acetonitrile gave the desired product. Yield 0.60 g (48%), m.p. 99°-100 ° C.

Workup

  1. customThe solvent was removed in vacuo
  2. filtrationfiltered hot
  3. customEvaporation of the solvent and recrystallisation from acetonitrile

Sources & evidence

ORD record
ord-ca1443fcaac74a0ba09db85505b8bf66
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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