N-Methylaniline → HCID 67850484, compound

HRID 1198110Notes

Reaction equation

HRID 1198110 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[N:11]=[C:12]([Cl:19])[C:13]3[S:18][CH:17]=[CH:16][C:14]=3[N:15]=2)=[C:5]([CH3:20])[CH:4]=1.[CH3:21][NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(OCC)C>[ClH:19].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[N:11]=[C:12]([N:22]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH3:21])[C:13]3[S:18][CH:17]=[CH:16][C:14]=3[N:15]=2)=[C:5]([CH3:20])[CH:4]=1

Participants

4

Reactant 2

HCID 7515N-MethylanilineHCID 10063724HCID 10063724, compound

Product 1

HCID 67850484HCID 67850484, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-(4-Methoxy-2-methylphenylamino)-4-chlorothieno[3,2-d]pyrimidine (4 g, 0.013 mol) and N-methylaniline (2.8 g, 0.026 mol) were heated at 140° for 1 hour. The addition of diethyl ether gave a solid which was collected by filtration and dried, (5.5 g). Recrystallization from ethanol/diethyl ether gave the title compound, (4.59 g), m.p. 225°-227°.

Workup

  1. customgave a solid which
  2. filtrationwas collected by filtration
  3. customdried
  4. customRecrystallization from ethanol/diethyl ether

Sources & evidence

ORD record
ord-2570251ccb374a4aab5849ca0d0fff32
Source dataset
uspto-grants-1994_01
Patent number
US05280026

Reaction notes

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