Propylamine → HCID 13763881, compound

HRID 1252979Notes

Reaction equation

HRID 1252979 reaction equation
[CH:1]([NH:4][C:5]1[C:18]2[C:17](=[O:19])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:20])[C:9]=2[C:8](OS(C2C=CC(C)=CC=2)(=O)=O)=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[CH2:32]([NH2:35])[CH2:33][CH3:34]>>[CH:1]([NH:4][C:5]1[C:18]2[C:17](=[O:19])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:20])[C:9]=2[C:8]([NH:35][CH2:32][CH2:33][CH3:34])=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 7852PropylamineHCID 13763878HCID 13763878, compound

Product 1

HCID 13763881HCID 13763881, compoundYield 67%

Procedure

1-(isopropylamino)-4-(n-propylamino)anthraquinone was prepared by reaction of 1-(isopropylamino)-4-tosyloxyanthraquinone with n-propyl amine. The isolated and purified reaction product has the structure illustrated below. ##STR13## The yield was 67% and the m.p. 120°-121° C. Mass spec m/e 322 (M+), 307 (M-CH3), 293 (M-C2H5), 279 (307-CO), 251 (M-2CO); 1H-NMR (CD2Cl2)ε10.99 br s, 1H), 10.88 (br s, 1H), 8.39-8.22 (m, 2H); 7.77-7.59 (m, 2H), 7.27 (s, 2H), 3.90 (m, 1H), 3.46-3.28 (m, 2H), 1.81-1.58 (m, 2H), 1.39, 1.32 (d, 6H), 1.26-1.07 (t, 3H); VIS max (Xylenes) 598 nm (ε14 100), 646 (16 200).

Workup

  1. customThe isolated
  2. custompurified
  3. customreaction product

Sources & evidence

ORD record
ord-8fce2eb63a7943a1a0c473aabf38989b
Source dataset
uspto-grants-1988_05
Patent number
US04746461

Reaction notes

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