Methanol → HCID 178494801, compound

HRID 1722020Notes

Reaction equation

HRID 1722020 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:16][CH:17]=[C:18]([CH2:20][CH2:21]Cl)[N:19]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][OH:24]>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:16][CH:17]=[C:18]([CH2:20][CH2:21][O:24][CH3:23])[N:19]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 887Methanol2×HCID 178478453HCID 178478453, compound

Product 1

HCID 178494801HCID 178494801, compoundYield 94%

Procedure

Under N2, Na (0.7 g, 0.029 mol) was added to CH3OH (100 ml) and heated at reflux. After the Na had reacted, a solution of 70 (2.0 g, 0.0064 mol) in CH3OH (75 ml) was added dropwise with stirring. After 15 hours, the suspension was concentrated to dryness to yield 1.85 g (94%) of 71, m.p. 154°-6° C.

Workup

  1. temperatureheated
  2. temperatureat reflux
  3. concentrationthe suspension was concentrated to dryness

Sources & evidence

ORD record
ord-4ec4e69966ad467795d4bdb1d9fa8862
Source dataset
uspto-grants-1989_08
Patent number
US04853383

Reaction notes

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