Isopropylamine → HCID 20205652, compound

HRID 543057Notes

Reaction equation

HRID 543057 reaction equation
S([C:11]1[C:24]2[C:23](=[O:25])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16](=[O:26])[C:15]=2[C:14]([S:27]([C:30]2[CH:36]=[CH:35][C:33]([CH3:34])=[CH:32][CH:31]=2)(=[O:29])=[O:28])=[CH:13][CH:12]=1)(C1C=CC(C)=CC=1)(=O)=O.[CH:37]([NH2:40])([CH3:39])[CH3:38]>>[CH:37]([NH:40][C:11]1[C:24]2[C:23](=[O:25])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16](=[O:26])[C:15]=2[C:14]([S:27]([C:30]2[CH:36]=[CH:35][C:33]([CH3:34])=[CH:32][CH:31]=2)(=[O:28])=[O:29])=[CH:13][CH:12]=1)([CH3:39])[CH3:38]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 20205654HCID 20205654, compound

Product 1

HCID 20205652HCID 20205652, compoundYield 76%

Procedure

1-(isopropylamino)-4-tosylanthraquinone was prepared by reaction of 1,4-ditosylanthraquinone with isopropyl amine. The isolated and purified reaction product has the structure illustrated below (where "Ts" is ##STR9## The yield was 76% and the m.p. 164°-165.5° C.; mass spec m/e 435 (M+), 420 (M-CH3), 280 (M-C7H7SO2), 238(280-C3H7 +H), 210 (238-CO), 182 (210-CO), 155 (C7H7SO2), 91 (C7H7); 1H-NMR (CD2Cl2)δ9.97 (br s, 1H), 8.19-8.10 (m, 2H), 7.85-7.67 (m, 4H), 7.27-6.97 (m, 4H), 4.02-3.68 (m, 1H), 2.30 (s, 3H), 1.38, 1.31 (d, 6H); IR (Nujol) 1180 cm-1 (symmetrical SO2 stretch), 890 cm-1, 860, 820, 780 (S--O--C stretch); UV/VIS max (Xylenes) 500 nm (ε6660).

Workup

  1. customThe isolated
  2. custompurified
  3. customreaction product

Sources & evidence

ORD record
ord-daf0966c47c645d0be599547624c4b44
Source dataset
uspto-grants-1987_04
Patent number
US04661293

Reaction notes

Loading…