Toluene → HCID 20076995, compound

HRID 1654878Notes

Reaction equation

HRID 1654878 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=2)=[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>[CH3:16][C:13]1[CH:12]=[CH:11][C:10]([CH2:9][O:8][C:7]2[C:2]([NH:1][C:25]([NH:24][C:21]3[CH:22]=[CH:23][C:18]([Cl:17])=[CH:19][CH:20]=3)=[S:26])=[N:3][CH:4]=[CH:5][CH:6]=2)=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 164804-Chlorophenyl isothiocyanateHCID 20076935HCID 20076935, compound

Product 1

HCID 20076995HCID 20076995, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2-amino-3-(4-methylbenzyloxy)pyridine (1.45 g, 0.0068 mol), 4chlorophenyl isothiocyanate (1.38 g, 0.008 mol) and toluene (10 ml) was refluxed for 3.5 hours, then cooled and treated with diethyl ether to induce crystallisation of the product. Yield 1.8 g (70%), m.p. 145°-147 ° C.

Workup

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

Sources & evidence

ORD record
ord-48344a17484442f2a9aa6526f30e7f64
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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