Acetic Acid → HCID 19391051, compound

HRID 1756692Notes

Reaction equation

HRID 1756692 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)=[O: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)=[O: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 6145PhenylureaHCID 19391054HCID 19391054, compound

Product 1

HCID 19391051HCID 19391051, compoundYield 9,148%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The above-titled compound was prepared substantially in accordance with the procedure described in Example 6A using 5.4 g (19.2 mmol) of 3,5-Bis(1,1-dimethylethyl)-4-(methoxymethoxy) benzylamine (prepared substantially in accordance with the procedures described in Example 1), 2.61 g (19.2 mmol) of N-phenylurea, 0.96 g (16 mmol) of acetic acid and 160 ml of toluene. Such reaction provided 700 g of N-[[3,5-bis-(1,1-dimethylethyl)-4-(methoxymethoxy)phenyl]methyl]-N'-phenylurea. (m.p. 168°-170° C.). The methoxymethyl hydroxy protecting group was then removed, substantially in accordance with the procedure described in Example 6B, to provide 600 mg of the above-titled compound. m.p. 199°-202° C.

Workup

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

Sources & evidence

ORD record
ord-81e728cfda9547ffb5854fd77f80ac09
Source dataset
uspto-grants-1995_08
Patent number
US05441984

Reaction notes

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