Acetic Acid → HCID 19391063, compound

HRID 1756694Notes

Reaction equation

HRID 1756694 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].[CH3:21][S:22][C:23]1[CH:24]=[C:25]([NH:29][C:30](N)=[O:31])[CH:26]=[CH:27][CH:28]=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:30]([NH:29][C:25]2[CH:26]=[CH:27][CH:28]=[C:23]([S:22][CH3:21])[CH:24]=2)=[O:31])[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 27312483-(METHYLTHIO)PHENYLUREAHCID 19391054HCID 19391054, compound

Product 1

HCID 19391063HCID 19391063, compoundYield 25%

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, 4.62 g (25.4 mmol) of N-[3(methylthio) phenyl]urea (prepared substantially in accordance with the procedure described in Example 5), 1.06 ml of acetic acid and 180 ml of toluene. Such reaction provided 2.06 g of N[[3,5-bis(1,1-dimethylethyl)-4-(methoxymethoxy)phenyl]methyl]N'-[3-(methylthio)phenyl]urea. The methoxymethyl hydroxy protecting group was then removed, substantially in accordance with the procedure described in Example 6B, to provide 444 mg of title compound. m.p. 133°-138° C. (dec).

Workup

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

Sources & evidence

ORD record
ord-3d79eaaae67342edb81e403a41ca11ee
Source dataset
uspto-grants-1995_08
Patent number
US05441984

Reaction notes

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