Toluene → N-[3-(2-Fluorobenzyloxy)pyrid-2-yl]-N'-(4-chlorophenyl)thiourea

HRID 1654874Notes

Reaction equation

HRID 1654874 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[F:16])=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]=[C:25]=[S:26])=[CH:20][CH:19]=1.C1(C)C=CC=CC=1>C(OCC)C>[F:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][O:8][C:7]1[C:2]([NH:1][C:25]([NH:24][C:21]2[CH:22]=[CH:23][C:18]([Cl:17])=[CH:19][CH:20]=2)=[S:26])=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 164804-Chlorophenyl isothiocyanateHCID 102424912-Amino-3-(2-fluorobenzyloxy)pyridine

Product 1

HCID 20076963N-[3-(2-Fluorobenzyloxy)pyrid-2-yl]-N'-(4-chlorophenyl)thiourea

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2-amino-3-(2-fluorobenzyloxy)pyridine (1.98 g, 0.0091 mol), 4chlorophenyl isothiocyanate (1.83 g, 0.011 mol) and toluene (10 ml) was refluxed for 3.5 hours, cooled and treated with diethyl ether to induce crystallisation of the product. Yield 1.98 g (56%), m.p. 141°-143

Workup

  1. temperaturewas refluxed for 3.5 hours
  2. temperaturecooled
  3. customcrystallisation of the product

Sources & evidence

ORD record
ord-df1b30e4633845fb8bf177c12c1bfeb2
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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