Toluene → HCID 20076938, compound

HRID 1654928Notes

Reaction equation

HRID 1654928 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:17])=[CH:6][C:5]([Cl:18])=[CH:4][N:3]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[S:28])=[CH:22][CH:21]=1.C1(C)C=CC=CC=1>CCOCC>[Cl:17][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([F:16])[C:10]=1[CH2:9][O:8][C:7]1[C:2]([NH:1][C:27]([NH:26][C:23]2[CH:24]=[CH:25][C:20]([Cl:19])=[CH:21][CH:22]=2)=[S:28])=[N:3][CH:4]=[C:5]([Cl:18])[CH:6]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 164804-Chlorophenyl isothiocyanateHCID 200770605-Chloro-3-[(2-chloro-6-fluorophenyl)methoxy]-2-pyridinamine

Product 1

HCID 20076938HCID 20076938, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2-amino-3-(2-chloro-6-fluorobenzyloxy)-5-chloropyridine (0.82 g, 0.0028 mol), 4-chlorophenyl isothiocyanate (0.56 g, 0.0033 mol) and toluene (10 ml) was heated under reflux for 16 hours, then cooled and diluted with ether to induce crystallisation of the product, which was triturated with ethanol. Yield 0.68 g (54%), m.p. 158°-160 ° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 16 hours
  3. temperaturecooled
  4. customcrystallisation of the product, which
  5. customwas triturated with ethanol

Sources & evidence

ORD record
ord-1f23fc8c37ec40be860f58665ec56d7b
Source dataset
uspto-grants-1995_04
Patent number
US05409943

Reaction notes

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