Chloroacetic Acid → HCID 18412409、化合物

HRID 50230

反応式

HRID 50230 の反応式
[CH2:1]([N:4]([CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:5](=[O:15])[C:6]1[CH:11]=[CH:10][C:9]([NH:12][CH3:13])=[C:8]([NH2:14])[CH:7]=1)[CH2:2][CH3:3].C1(N(CCC(OCC)=O)C(=O)C2C=CC(NCC)=C(N)C=2)C=CC=CC=1.[Cl:49][CH2:50][C:51](O)=[O:52]>O1CCCC1>[CH2:1]([N:4]([CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:5](=[O:15])[C:6]1[CH:11]=[CH:10][C:9]([NH:12][CH3:13])=[C:8]([NH:14][C:51](=[O:52])[CH2:50][Cl:49])[CH:7]=1)[CH2:2][CH3:3]

参加物

5

反応物 3

HCID 300Chloroacetic AcidHCID 184125233-amino-4-ethylaminobenzoic acid-N-phenyl-N-(2-ethoxycarbonylethyl)amideHCID 184125263-Amino-4-methylaminobenzoic acid-n-(n-propyl)-n-(2-ethoxycarbonylethyl)amide

生成物 1

HCID 18412409HCID 18412409、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 1.8 g (5.9 mmol) of 3-amino-4-methylaminobenzoic acid-N-(n-propyl)-N-(2-ethoxycarbonylethyl)amide [prepared analogously to 3-amino-4-ethylaminobenzoic acid-N-phenyl-N-(2-ethoxycarbonylethyl)amide], 1.1 g (6.8 mmol) of N,N′-carbonyldiimidazole, and 0.65 g (6.9 mmol) of chloroacetic acid in 75 mL tetrahydrofuran was stirred for 1 hour at room temperature. Then the solvent was distilled off in vacuo, and the crude product was purified by flash chromatography (silica gel; methylene chloride/ethanol=49:1). Yield: 1.7 g (77% of theory) yellow oil; Rf value: 0.58 (silica gel; ethyl acetate/ethanol/ammonia=90:10:1).

後処理

  1. distillationThen the solvent was distilled off in vacuo
  2. customthe crude product was purified by flash chromatography (silica gel; methylene chloride/ethanol=49:1)

出典と根拠

ORDレコード
ord-cf47c8da88b04372913632a93e131aa2
出典データセット
uspto-grants-2004_03
特許番号
US06710055B2

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