Dimethylformamide → HCID 178428207, compound

HRID 268246Notes

Reaction equation

HRID 268246 reaction equation
Cl.N([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]3[N:21]=[CH:20][NH:19][C:17]3=2)[N:12]=[C:11]([CH3:22])[CH:10]=1)C1C=CC=CC=1.[Cl:23][C:24]1[C:25]([CH3:31])=[C:26]([CH:28]=[CH:29][CH:30]=1)[NH2:27].CN(C)C=[O:35]>>[OH2:35].[ClH:23].[Cl:23][C:24]1[C:25]([CH3:31])=[C:26]([CH:28]=[CH:29][CH:30]=1)[NH:27][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]3[N:21]=[CH:20][NH:19][C:17]3=2)[N:12]=[C:11]([CH3:22])[CH:10]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 68943-Chloro-2-methylanilineHCID 178428198HCID 178428198, compound

Product 1

HCID 178428207HCID 178428207, compound

Procedure

A stirred reaction mixture of the compound of Example I, C. (22 g., 0.1 mole) and 3-chloro-2-methylaniline (14 g., 0.1 mole) in 200 ml. of dimethylformamide was refluxed for 6 hours. The reaction mixture was stripped in vacuo to yield a tar. Upon standing the tar solidified to give a yellow semisolid. The yellow product was recrystallized twice from methanol/ether to yield 14 g. (37%).

Workup

  1. customto yield a tar
  2. customto give a yellow semisolid
  3. customThe yellow product was recrystallized twice from methanol/ether
  4. customto yield 14 g

Sources & evidence

ORD record
ord-9dde5414c2944b29bd2007fe74379486
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

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