Acetic Acid → HCID 20519163, compound

HRID 1577280Notes

Reaction equation

HRID 1577280 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([OH:12])=[C:4]([C:13]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]([CH2:30][CH3:31])([CH3:29])[CH3:28])=[CH:23][C:22]=2[C:32]([CH2:35][CH3:36])([CH3:34])[CH3:33])=[O:14])[CH:3]=1.[CH3:37][O:38][C:39](=[O:53])[C:40]1[CH:45]=[CH:44][C:43]([S:46](Cl)(=[O:48])=[O:47])=[CH:42][C:41]=1[N+:50]([O-:52])=[O:51].N1C=CC=CC=1.C(O)(=O)C>C(Cl)Cl>[C:32]([C:22]1[CH:23]=[C:24]([C:27]([CH2:30][CH3:31])([CH3:28])[CH3:29])[CH:25]=[CH:26][C:21]=1[O:20][CH2:19][CH2:18][CH2:17][CH2:16][NH:15][C:13]([C:4]1[CH:3]=[C:2]([NH:1][S:46]([C:43]2[CH:44]=[CH:45][C:40]([C:39]([O:38][CH3:37])=[O:53])=[C:41]([N+:50]([O-:52])=[O:51])[CH:42]=2)(=[O:47])=[O:48])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]=1[OH:12])=[O:14])([CH2:35][CH3:36])([CH3:34])[CH3:33]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1049PyridineHCID 30848622-Naphthalenecarboxamide, 4-amino-N-[4-[2,4-bis(1,1-dimethylpropyl)phenoxy]butyl]-1-hydroxy-HCID 205191651909317-51-6

Product 1

HCID 20519163HCID 20519163, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Amino-N-[4-(2,4-di-t-pentylphenoxy)butyl]-1-hydroxy-2-naphthamide (11.7 g, 23.8 mmoles) was dissolved in methylene chloride (300 ml) under nitrogen and reacted with intermediate (B) (6.7 g, 25.2 mmoles) in the presence of pyridine (2.0 g). After 5 hours of stirring at room temperature, acetic acid (2 ml) was added and the mixture was evaporated to dryness. Trituration of the residue gave a solid which was collected by filtration and recrystallized from ethanol; yield, 8.0 g (46.8 percent).

Workup

  1. customthe mixture was evaporated to dryness
  2. customTrituration of the residue gave a solid which
  3. filtrationwas collected by filtration
  4. customrecrystallized from ethanol
  5. customyield

Sources & evidence

ORD record
ord-3f5b0f389a104bf6a15da13da3c12bcf
Source dataset
uspto-grants-1981_09
Patent number
US04287292

Reaction notes

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