Isopropylamine → Solvent Red 169

HRID 442047

Reaction equation

HRID 442047 reaction equation
[N+:1]([C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:19])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.[CH:20](N)([CH3:22])[CH3:21]>>[CH:20]([NH:1][C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:19])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 67041-Nitroanthraquinone

Product 1

HCID 33790Solvent Red 169Yield 70%

Procedure

The use of polar solvents as reaction media results in only very poor yields and lengthy reaction times are required. For example, the reaction of 1-nitroanthraquinone with a 300% excess of isopropylamine at 75° C after 100 hours gives a yield of only 70% of 1-isopropylaminoanthraquinone.

Workup

  1. customThe use of polar solvents as reaction media
  2. customresults
  3. customin only very poor yields
  4. customlengthy reaction times
  5. customat 75° C
  6. customafter 100 hours

Sources & evidence

ORD record
ord-9721cb23193447499867b4f62e8ae998
Source dataset
uspto-grants-1977_08
Patent number
US04044030

Linked notes

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