2,6-Dimethylaniline → HCID 20512447, compound

HRID 1164456Notes

Reaction equation

HRID 1164456 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][CH:10]([CH3:12])[CH3:11].ClC(C)[CH2:15][NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=1.CC1C=CC=C(C)C=1[NH2:31].Cl.CC1C=CC=C(C)C=1N>>[F:24][C:23]([F:26])([F:25])[C:19]1[CH:18]=[C:17]([N:16]2[CH2:11][CH:10]([CH3:12])[N:9]([C:3]3[C:4]([CH3:8])=[CH:5][CH:6]=[CH:7][C:2]=3[CH3:1])[C:15]2=[NH:31])[CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 4

HCID 68962,6-DimethylanilineHCID 88899Benzenamine, 2,6-dimethyl-, hydrochloride (1:1)HCID 154665912,6-Dimethyl-N-(propan-2-yl)anilineHCID 20512435HCID 20512435, compound

Product 1

HCID 20512447HCID 20512447, compoundYield 55.6%

Procedure

1-(3'-Trifluoromethylphenyl)-amino)-2-(2',6'-dimethylphenyl-amino)-propane, applied as starting substance, is prepared by reacting N-(β-chloropropyl)-3-trifluoromethylaniline, a compound obtained as described in Example 23, point (b), with 2,6-dimethylaniline. The reaction is performed as described in Example 16, point (c) with the difference that crystalline 2,6-dimethylaniline hydrochloride is separated from the reaction mixture by trituration with ethyl acetate. The aimed product is obtained with a yield of 55.6%; m.p.: 95°-98° C. (dihydrochloride).

Workup

  1. customis prepared
  2. customa compound obtained
  3. customis separated from the reaction mixture by trituration with ethyl acetate

Sources & evidence

ORD record
ord-2eec56d6c16349e4b5e1f97dfc0f0883
Source dataset
uspto-grants-1983_01
Patent number
US04369325

Reaction notes

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