Acetic Acid → HCID 131719086, compound

HRID 1756693Notes

Reaction equation

HRID 1756693 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:17]([CH3:20])([CH3:19])[CH3:18])[C:12]=1[O:13][CH2:14][O:15][CH3:16])[CH2:8][NH2:9])([CH3:4])[CH3:3].[C:21]1([NH:27][C:28](N)=[S:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(O)(=O)C>C1(C)C=CC=CC=1>[CH3:4][C:2]([C:5]1[CH:6]=[C:7]([CH2:8][NH:9][C:28]([NH:27][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[S:29])[CH:10]=[C:11]([C:17]([CH3:20])([CH3:19])[CH3:18])[C:12]=1[O:13][CH2:14][O:15][CH3:16])([CH3:1])[CH3:3]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 676454PhenylthioureaHCID 19391054HCID 19391054, compound

Product 1

HCID 131719086HCID 131719086, compoundYield 59.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The above-titled compound was prepared substantially in accordance with the procedure described in Example 6A using 5.2 g (18.5 mmol) of 3,5-bis(1,1-dimethylethyl)-4-(methoxymethoxy) benzylamine (prepared substantially in accordance with the procedures described in Example 1), 3.86 g (25.4 mmol) of N-phenylthiourea, 1.11 g (18.5 mol) of acetic acid and 180 ml of toluene. Such reaction provided 4.55 g of N[[3,5-bis(1,1-dimethylethyl)-4-(methoxymethoxy]phenyl]methyl]-N'-phenylthiourea. The methoxymethyl hydroxy protecting group was then removed, substantially in accordance with the procedure described in Example 6B, to provide 790 mg of title compound. m.p. 176°-179° C.

Workup

  1. customprepared substantially in accordance with the procedures
  2. customSuch reaction

Sources & evidence

ORD record
ord-793610556ce94f9f8dd30d35707a577b
Source dataset
uspto-grants-1995_08
Patent number
US05441984

Reaction notes

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