Methanol → HCID 67924838, compound

HRID 1493119Notes

Reaction equation

HRID 1493119 reaction equation
C[O:2][C:3](=[O:31])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:17](=[O:18])[N:16]=[C:15]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:14]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[N:13]1.CO>C(OCC)C>[O:18]=[C:17]1[NH:16][C:15]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[C:14]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[NH:13][N:12]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:31])=[O:2]

Participants

4

Reactant 2

HCID 887MethanolHCID 15125645HCID 15125645, compound

Product 1

HCID 67924838HCID 67924838, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of methyl-3-oxo-5,6-diphenyl-1,2,4-triazine-2(3H)-nonanoate (1.90g' 4.5mmol), 5N N (2.72mL, 13mmol) and methanol (30mL) was heated on a steam bath for 30 minutes. The volatiles were removed in vacuo and the residue diluted with water and dilute HC1 solution until pH=1 The mixture was extracted with CH2C12, the combined extracts dried over sodium sulfate and concentrated to give an oil. Chromatography on a column of silica gel using diethyl ether as eluent gave 3-oxo-5,6-diphenyl-1,2,4-triazine-2(lH)-nonanoic acid (1.50g, 81%) which crystallized on standing and had mp 97-100° C.

Workup

  1. temperaturewas heated on a steam bath for 30 minutes
  2. customThe volatiles were removed in vacuo
  3. additionthe residue diluted with water
  4. additiondilute HC1 solution until pH=1 The mixture
  5. extractionwas extracted with CH2C12
  6. dry with materialthe combined extracts dried over sodium sulfate
  7. concentrationconcentrated
  8. customto give an oil

Sources & evidence

ORD record
ord-58dd7707927b4dffbf922b214dc9cf2c
Source dataset
uspto-grants-1991_06
Patent number
US05021415

Reaction notes

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