3,5-Dimethylaniline → HCID 13763883, compound

HRID 543062Notes

Reaction equation

HRID 543062 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([CH3:9])[CH:8]=1)[NH2:5].[NH:10]([C:17]1[C:30]2[C:29](=[O:31])[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22](=[O:32])[C:21]=2[C:20](S(C2C=CC(C)=CC=2)(=O)=O)=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[NH:10]([C:17]1[C:30]2[C:29](=[O:31])[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22](=[O:32])[C:21]=2[C:20]([NH:5][C:4]2[CH:6]=[C:7]([CH3:9])[CH:8]=[C:2]([CH3:1])[CH:3]=2)=[CH:19][CH:18]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 79493,5-DimethylanilineHCID 20205653HCID 20205653, compound

Product 1

HCID 13763883HCID 13763883, compoundYield 56%

Procedure

1-anilino-4-(3,5-dimethylanilino)anthraquinone was prepared by reaction of 3,5-dimethylaniline with 1-(anilino)-4-tosylanthraquinone. The isolated and purified reaction product has the structure illustrated below. ##STR16## The yield was 56% and m.p. 219.5°-220.5° C. Mass spectrum, m/e 418 (M+); H-NMR (CD2Cl2)δ12.20 (br s, 2H), 8.41-8.30 (m, 2H) 7.80-7.69 (m, 2H), 7.52-7.34 (m, 7H), 6.90 (br s, 3H), 2.32 (s, 6H); UV/VIS max (Xylenes) 404 nm (ε6 600), 600 (13 400), 641 (14 400).

Workup

  1. customThe isolated
  2. custompurified
  3. customreaction product

Sources & evidence

ORD record
ord-0bb92c0c5dfb4164a2bb421ae3ba7e7e
Source dataset
uspto-grants-1987_04
Patent number
US04661293

Reaction notes

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