Toluene → Bas 09531330

HRID 367110

Reaction equation

HRID 367110 reaction equation
Cl[C:2]1[N:20]=[CH:19][CH:18]=[CH:17][C:3]=1[C:4]([NH:6][C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=1)=[S:8])=[O:5].C1(C)C=CC=CC=1>O>[CH3:16][C:13]1[CH:14]=[CH:15][C:10]([NH:9][C:7]2[S:8][C:2]3[N:20]=[CH:19][CH:18]=[CH:17][C:3]=3[C:4](=[O:5])[N:6]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 1140TolueneHCID 132282941-(2-Chloronicotinoyl)-3-(4-methylphenyl)thiourea

Product 1

HCID 973891Bas 09531330Yield 94.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.66 g of 1-(2-chloronicotinoyl)-3-(4-methylphenyl)thiourea and 30 mf of toluene were put in a 100 ml flask. To the flask were then connected a Dean-Stark water separator and a Dimroth condenser. The mixture was then heated under reflux for 4 hours. The reaction mixture was then allowed to cool. The resulting precipitate was collected by filtration, washed with toluene, and then dried under reduced pressure to obtain 4.69 g of 2-(4-methylanilino)-4H-pyrido[3,2-e]-1,3-thiazin-4-one.

Workup

  1. temperatureThe mixture was then heated
  2. temperatureunder reflux for 4 hours
  3. temperatureto cool
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with toluene
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-30725242fe114a74b4af432e683d34d8
Source dataset
uspto-grants-2000_10
Patent number
US06133258

Linked notes

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