Sodium Hydroxide → 3-Ureidomethyl-phthalic acid

HRID 448433노트

반응식

HRID 448433 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 672298293-Ureidomethyl-phthalic acid수율 79.2%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9393a3bc94ee44bfb39e9699d66ec78e
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481568B2

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