Isopropylamine → HCID 178457526, compound

HRID 1654935Notes

Reaction equation

HRID 1654935 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.[CH:28]([NH2:31])([CH3:30])[CH3:29]>CO>[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:31][CH:28]([CH3:30])[CH3:29])=[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

4

Reactant 2

HCID 6363IsopropylamineHCID 20076950N-[3-(2,6-Difluorobenzyloxy)pyrid-2-yl]-N'-(4-chlorophenyl)thiourea

Product 1

HCID 178457526HCID 178457526, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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 isopropylamine (0.43 g, 0.0074 mol) in methanol (20 ml) was stirred at room temperature for 96 hours, and then heated at 50 ° C. for 8 hours. After cooling, 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 0.24 g (23%), m.p. 112°-113 ° C.

Workup

  1. temperatureheated at 50 ° C. for 8 hours
  2. temperatureAfter cooling
  3. customthe solvent was removed in vacuo
  4. filtrationfiltered hot
  5. customEvaporation of the solvent and recrystallisation from acetonitrile

Sources & evidence

ORD record
ord-ffc2b4a187ef4a6685d75913c32b4f50
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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