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Water → HCID 20341782, compound

HRID 2050128
Notes
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Reaction equation

HRID 2050128 reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][C:5]([NH:6][C:7]2[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=2)=[CH:4][CH:3]=1.C([O-])(=O)C.[Na+].[C:21]([C:26]1[CH:36]=[C:35]([C:37]([CH2:40][CH3:41])([CH3:39])[CH3:38])[CH:34]=[CH:33][C:27]=1[O:28][CH2:29][C:30](Cl)=[O:31])([CH2:24][CH3:25])([CH3:23])[CH3:22].O>C(O)(=O)C>[C:21]([C:26]1[CH:36]=[C:35]([C:37]([CH2:40][CH3:41])([CH3:39])[CH3:38])[CH:34]=[CH:33][C:27]=1[O:28][CH2:29][C:30]([NH:1][C:2]1[CH:15]=[CH:14][C:5]([NH:6][C:7]2[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=2)=[CH:4][CH:3]=1)=[O:31])([CH2:24][CH3:25])([CH3:23])[CH3:22]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 66612(2,4-Bis(1,1-dimethylpropyl)phenoxy)acetyl chlorideHCID 517045Sodium AcetateHCID 4764068HCID 4764068, compound

Product 1

HCID 20341782HCID 20341782, compound

Reagents, catalysts & solvents 1

HCID 176
Acetic Acid
Solvent

Procedure

To a solution of 11 g (0.055 mol) of 3-(4-aminoanilino)phenol in glacial acetic acid was added 4.6 g of anhydrous sodium acetate. During agitation at room temperature, the mixture was charged with 17.1 g (0.055 mol) of 2,4-di-tert-amylphenoxyacetyl chloride at a temperature below 30° C. After continuing the agitation for an additional 30 minutes at that temperature, the mixture was poured into iced water, and the deposited crystals were filtered, followed by recrystallization with methanol. The yield was 20 g and the melting point was 150°-152° C.

Workup

  1. customfor an additional 30 minutes
  2. filtrationthe deposited crystals were filtered
  3. customfollowed by recrystallization with methanol

Sources & evidence

ORD record
ord-940984dad9cf4877a7cd622a5837b788
Source dataset
uspto-grants-1980_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04200466

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes