Sodium Hydroxide → 3-Ureidomethyl-phthalic acid

HRID 448433ノート

反応式

HRID 448433 の反応式
[OH-].[Na+].C[O:4][C:5](=[O:21])[C:6]1[C:7](=[C:12]([CH2:16][NH:17][C:18]([NH2:20])=[O:19])[CH:13]=[CH:14][CH:15]=1)[C:8]([O:10]C)=[O:9]>O.C(O)C>[NH:17]([CH2:16][C:12]1[CH:13]=[CH:14][CH:15]=[C:6]([C:5]([OH:21])=[O:4])[C:7]=1[C:8]([OH:10])=[O:9])[C:18]([NH2:20])=[O:19]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 672293263-Ureidomethyl-phthalic acid dimethyl ester

生成物 1

HCID 672298293-Ureidomethyl-phthalic acid収率 79.2%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A solution of sodium hydroxide (0.4 g, 10.5 mmol) in water (10 mL) was added to a stirred suspension of 3-ureidomethyl-phthalic acid dimethyl ester (1.4 g, 5.3 mmol) in ethanol (30 mL). The mixture was refluxed for one hour and then cooled to room temperature. The mixture was concentrated, and the residue was dissolved in water (30 mL). The mixture was acidified with 4N HCl to pH 1. The mixture was filtered to give 3-ureidomethyl-phthalic acid (1.0 g, 76%): 1H NMR (DMSO-d6) δ 4.22 (d, J=5.9 Hz, 2H, CH2), 5.68 (s, 2H, NH2), 6.40 (t, J=6.0 Hz, 1H, NH), 7.46-7.56 (m, 2H, Ar), 7.73 (d, J=6.9 Hz, 1H, Ar), 13.23 (b, 2H).

後処理

  1. temperatureThe mixture was refluxed for one hour
  2. concentrationThe mixture was concentrated
  3. dissolutionthe residue was dissolved in water (30 mL)
  4. filtrationThe mixture was filtered

出典と根拠

ORDレコード
ord-9393a3bc94ee44bfb39e9699d66ec78e
出典データセット
uspto-grants-2013_07
特許番号
US08481568B2

反応ノート

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