N-Methylaniline → 2-Chloro-4-(N-methylphenylamino)thieno[2,3-d]pyrimidine

HRID 1198113Notes

Reaction equation

HRID 1198113 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH:10]=[CH:9][S:8][C:6]=2[N:7]=1.[CH3:12][NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(O)C>[Cl:1][C:2]1[N:3]=[C:4]([N:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:12])[C:5]2[CH:10]=[CH:9][S:8][C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 7515N-MethylanilineHCID 122173242,4-Dichlorothieno[2,3-d]pyrimidine

Product 1

HCID 103560572-Chloro-4-(N-methylphenylamino)thieno[2,3-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,4-Dichlorothieno[2,3-d]pyrimidine (4.5 g, 0.022 mol) and N-methylaniline (4.7 g, 0.044 mol) in ethanol (50 ml) were stirred at room temperature for 72 hours. The solid obtained was collected by filtration, washed with ethanol and dried, 5.15 g. Recrystallization from ethyl acetate gave the title compound, m.p. 167°-168°.

Workup

  1. customThe solid obtained
  2. filtrationwas collected by filtration
  3. washwashed with ethanol
  4. customdried
  5. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-5033a70d127f425d83e1f8f3beeda801
Source dataset
uspto-grants-1994_01
Patent number
US05280026

Reaction notes

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