4-Chloroaniline → Alanine, N-((p-chlorophenyl)carbamoyl)-2-methyl-, methyl ester

HRID 224943ノート

反応式

HRID 224943 の反応式
[CH3:1][O:2][C:3](=[O:10])[C:4]([N:7]=[C:8]=[O:9])([CH3:6])[CH3:5].[Cl:11][C:12]1[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=1>O1CCCC1>[CH3:1][O:2][C:3](=[O:10])[C:4]([CH3:6])([CH3:5])[NH:7][C:8](=[O:9])[NH:16][C:15]1[CH:17]=[CH:18][C:12]([Cl:11])=[CH:13][CH:14]=1

参加物

4

反応物 2

HCID 78124-ChloroanilineHCID 2769374Methyl 2-isocyanato-2-methylpropanoate

生成物 1

HCID 1252008Alanine, N-((p-chlorophenyl)carbamoyl)-2-methyl-, methyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 17.0 g (119 mmol) of 2-isocyanato-2-methylpropionic acid methyl ester in 150 ml of absolute tetrahydrofuran was added, over a 15 minute period to 15.1 g (119 mmol) of p-chloroaniline in 300 ml of absolute tetrahydrofuran. After refluxing the mixture for three days, the solution was evaporated to dryness. The product, after two recrystallizations from methylene chloride, was dried for 6 hours at 40° C., under greatly reduced pressure, to yield N-[(4-chlorophenyl)-carbamoyl]-2-methylalanine methyl ester, m.p. 147°-148° C.

後処理

  1. temperatureAfter refluxing the mixture for three days
  2. customthe solution was evaporated to dryness
  3. customThe product, after two recrystallizations from methylene chloride
  4. customwas dried for 6 hours at 40° C., under greatly reduced pressure

出典と根拠

ORDレコード
ord-4cf93b30dd0545c882f2b28327abb08d
出典データセット
uspto-grants-1980_11
特許番号
US04234736

反応ノート

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