Diisopropylethylamine → HCID 54488891, compound

HRID 395779Notes

Reaction equation

HRID 395779 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([NH:20][C:21](=[O:30])[C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[C:6]([NH:9][C:10](=[O:19])[C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=[CH:7][CH:8]=1)#[N:2].Cl.[NH2:32][OH:33].C(N(CC)C(C)C)(C)C>>[NH2:2][C:1](=[N:32][OH:33])[C:3]1[CH:4]=[C:5]([NH:20][C:21](=[O:30])[C:22]2[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=2)[C:6]([NH:9][C:10](=[O:19])[C:11]2[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[CH:15][CH:16]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 443297Hydroxyamine hydrochlorideHCID 10644730HCID 10644730, compound

Product 1

HCID 54488891HCID 54488891, compoundYield 95%

Procedure

To a stirred solution of 4-cyano-N1,N2-bis(4-methoxybenzoyl)-1,2-benzenediamine (750 mg, 1.9 mmol) was added hydroxylamine hydrochloride (130 mg, 1.9 mmol) and N,N-diisopropylethylamine (0.30 mL, 1.9 mmol). After heating at reflux for 12 h, the solution was cooled and the solvent was removed in vacuo. The residue was suspended in ethyl acetate and water, stirred vigorously, filtered, and dried in vacuo to give 770 mg (95%) of the title product as a white solid.

Workup

  1. temperatureAfter heating
  2. temperatureat reflux for 12 h
  3. temperaturethe solution was cooled
  4. customthe solvent was removed in vacuo
  5. filtrationfiltered
  6. customdried in vacuo

Sources & evidence

ORD record
ord-4b3e2775b1b94f2784ea2096fce17cec
Source dataset
uspto-grants-2003_08
Patent number
US06605626B2

Reaction notes

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