Water → HCID 53755884, compound

HRID 126766Notes

Reaction equation

HRID 126766 reaction equation
C([O:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:18](=[O:19])[NH:17][CH:16]([N:20]([CH2:24][CH:25]([CH3:27])[CH3:26])[C:21](=[O:23])[CH3:22])[NH:15][C:14]2=[O:28])=[CH:9][CH:8]=1)=[O:6])(=O)C.O>COCCOC>[C:5]([C:7]1[CH:8]=[CH:9][C:10]([N:13]2[C:14](=[O:28])[NH:15][CH:16]([N:20]([CH2:24][CH:25]([CH3:26])[CH3:27])[C:21](=[O:23])[CH3:22])[NH:17][C:18]2=[O:19])=[CH:11][CH:12]=1)([OH:6])=[O:4]

Participants

4

Reactant 2

HCID 962WaterHCID 53875382HCID 53875382, compound

Product 1

HCID 53755884HCID 53755884, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A solution of 3-[4-(acetoxycarbonyl)phenyl]-6-[(N-acetyl)isobutylamino]tetrahydro-1,3,5-triazine-2,4-dione (2.6 g.) in 1,2-dimethoxyethane (20 ml.) containing water (2 ml.) was left for 20 hours and then evaporated. The residue was pressure-chromatographed on silica using a mixture of 44 parts by volume of ethyl acetate and 1 part by volume of acetic acid to yield 3-(4-carboxyphenyl)-6-[(N-acetyl)isobutylamino]tetrahydro-1,3,5-triazine-2,4-dione (0.9 g., 39%), m.p. 191°-193° C.

Workup

  1. customevaporated
  2. customThe residue was pressure-chromatographed on silica using
  3. additiona mixture of 44 parts by volume of ethyl acetate and 1 part by volume of acetic acid

Sources & evidence

ORD record
ord-c840f058120247f2bb6789cfa6dad22f
Source dataset
uspto-grants-1981_03
Patent number
US04254122

Reaction notes

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