4-Chloroaniline → HCID 20232069, compound

HRID 2290330Notes

Reaction equation

HRID 2290330 reaction equation
[CH3:1][C:2]1[N:3]=[C:4](SC)[N:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[Cl:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1>>[Cl:16][C:17]1[CH:23]=[CH:22][C:20]([NH:21][C:4]2[N:5]=[N:6][C:7]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[C:2]([CH3:1])[N:3]=2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 78124-ChloroanilineHCID 15586342HCID 15586342, compound

Product 1

HCID 20232069HCID 20232069, compoundYield 75.2%

Procedure

A mixture of 5-methyl-3-methylthio-6-phenyl-1,2,4-triazine (4.15 g) and p-chloroaniline (4.22 g) was heated at 150° to 160° C. for 18 hours. After cooling, the resulting solid was washed successively with ethyl acetate, chloroform and methanol, and then dried to give 3-(4-chloroanilino)-5-methyl-6-phenyl-1,2,4-triazine (4.26 g).

Workup

  1. temperaturewas heated at 150° to 160° C. for 18 hours
  2. temperatureAfter cooling
  3. washthe resulting solid was washed successively with ethyl acetate, chloroform and methanol
  4. customdried

Sources & evidence

ORD record
ord-dda4980cc413437c869268617080b1a4
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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