Butylamine → HCID 13907766, compound

HRID 1252980Notes

Reaction equation

HRID 1252980 reaction equation
[NH:1]([C:8]1[C:21]2[C:20](=[O:22])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13](=[O:23])[C:12]=2[C:11](OS(C2C=CC(C)=CC=2)(=O)=O)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:35]([NH2:39])[CH2:36][CH2:37][CH3:38]>>[NH:1]([C:8]1[C:21]2[C:20](=[O:22])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13](=[O:23])[C:12]=2[C:11]([NH:39][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 8007ButylamineHCID 13763880HCID 13763880, compound

Product 1

HCID 13907766HCID 13907766, compoundYield 90%

Procedure

1-(anilino)-4-(n-butylamino)-anthraquinone was prepared by reaction of 1-(anilino)-4-tosyloxyanthraquinone with n-butylamine. The isolated and purified reaction product has the structure illustrated below. ##STR14## The yield was 90% and m.p. 118°-120° C. Mass spectrum, m/e 370 (M+), 327 (M-C3H7), 299 (327-CO); 1H-NMR (CD2Cl2)δ12.17 (br s, 1H), 10.78 (br s, 1H), 8.37-8.27 (m, 2H), 7.76-7.39 (m, 4H), 7.33-7.10 (m, 5H), 3.65-3.05 (m, 2H), 1.72-1.38 (m, 4H), 1.07-0.92 (t, 3H): UV/VIS max (Xylenes) 388 nm (ε4000), 598 (14 200), 642 (15 600).

Workup

  1. customThe isolated
  2. custompurified
  3. customreaction product

Sources & evidence

ORD record
ord-e47dbbce804c4db6b8680241ce847098
Source dataset
uspto-grants-1988_05
Patent number
US04746461

Reaction notes

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