Ammonia → 2-Chloro-4-[(2,4-diamino-5-butoxyphenyl)imino]cyclohexa-2,5-dien-1-one

HRID 587100Notes

Reaction equation

HRID 587100 reaction equation
OO.S([O:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][C:9]=1[Cl:15])(O)(=O)=O.Cl.Cl.[CH2:18]([O:22][C:23]1[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][C:24]=1[NH2:30])[CH2:19][CH2:20][CH3:21].N>O.C(O)C>[Cl:15][C:9]1[C:8](=[O:7])[CH:13]=[CH:12][C:11](=[N:14][C:27]2[CH:28]=[C:23]([O:22][CH2:18][CH2:19][CH2:20][CH3:21])[C:24]([NH2:30])=[CH:25][C:26]=2[NH2:29])[CH:10]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 784Hydrogen PeroxideHCID 1536941,3-Benzenediamine, 4-butoxy-, dihydrochlorideHCID 1317344114-Amino-2-chlorophenol sulfate

Product 1

HCID 896192762-Chloro-4-[(2,4-diamino-5-butoxyphenyl)imino]cyclohexa-2,5-dien-1-one

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

26 ml of 6% aqueous hydrogen peroxide solution are added to a solution of 180 mg (0.001 mol) of 4-amino-2-chlorophenol sulfate and 253 mg (0.001 mol) of 4-butoxybenzene-1,3-diamine dihydrochloride in 2 ml of water and 2 ml of ethanol, and the solution is adjusted to pH 9.5 with 20% aqueous ammonia. After stirring for 5 hours at room temperature, the precipitate formed is filtered off, washed with water and dried. A brown powder is obtained.

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. washwashed with water
  4. customdried
  5. customA brown powder is obtained

Sources & evidence

ORD record
ord-2fe9593c3f884da39b761edee087565d
Source dataset
uspto-grants-2016_01
Patent number
US09226883B2

Reaction notes

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