Water → HCID 21501239, compound

HRID 1658550Notes

Reaction equation

HRID 1658550 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[N:5]([CH3:8])[CH:4]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[C:11]([O:16][CH3:17])[CH:10]=2)[P:3]1(=[O:25])[O:18]C1C=CC=CC=1.C(#N)C.[OH2:29]>>[CH3:8][N:5]([CH:4]([P:3](=[O:25])([OH:18])[OH:29])[C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[C:11]([O:16][CH3:17])[CH:10]=1)[C:6]([NH:2][CH3:1])=[O:7]

Participants

4

Reactant 3

HCID 962WaterHCID 6342AcetonitrileHCID 21501233HCID 21501233, compound

Product 1

HCID 21501239HCID 21501239, compound

Procedure

A solution of 10.0g of 1,4-dimethyl-3-(4-hydroxy-3-methoxyphenyl)-2-phenoxy-1,4,2-diazaphospholidin-5-one-2-oxide in 90g of acetonitrile and 10g of water was warmed at reflux for 0.5 hr, and then most of the solvent was allowed to evaporate. The residue was recrystallized twice from ethanol to give 4.6g of white solid: mp 183°-184° (dec); 31P nmr (CD3SOCD3) -18.6 ppm (d, J = 24Hz); 1H nmr δ 10.0 (broad, 3, Oh), 5.7 (d, 1, J = 24Hz, CH), 3.8 (s, 3, OCH3), 2.9 (s, 3, NCH3), 2.7 (s, 3, NCH3); 6.7-7.3 (m, 4, aryl and HN).

Workup

  1. temperatureat reflux for 0.5 hr
  2. customto evaporate
  3. customThe residue was recrystallized twice from ethanol

Sources & evidence

ORD record
ord-bfe70fe992a74fad98927da6eb57bf7e
Source dataset
uspto-grants-1976_06
Patent number
US03965127

Reaction notes

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