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Triethylamine → Ethyl 4-chloro-6-(2,3-xylidino)-2-pyrimidinylaminoacetate

HRID 637932
ノート
印刷プレビュー

反応式

HRID 637932 の反応式
[H-].[Na+].[NH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].Cl.C(N(CC)CC)C.Cl[C:19]1[N:24]=[C:23]([Cl:25])[CH:22]=[C:21]([NH:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([CH3:33])[C:28]=2[CH3:34])[N:20]=1>COCCOC.O>[Cl:25][C:23]1[CH:22]=[C:21]([NH:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([CH3:33])[C:28]=2[CH3:34])[N:20]=[C:19]([NH:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:24]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471Triethylamine2 回HCID 24758Sodium hydrideHCID 2723640Glycine ethyl ester, hydrochlorideHCID 134137552,6-Dichloro-N-(2,3-dimethylphenyl)pyrimidin-4-amine

生成物 1

HCID 13413749Ethyl 4-chloro-6-(2,3-xylidino)-2-pyrimidinylaminoacetate

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 80711,2-Dimethoxyethane溶媒

実験手順

A suspensione of 100% sodium hydride (27 mg) in anhydrous 1,2-dimethoxyethane (1.5 ml) is treated with small amounts of NH2CH2CO2C2H5.HCl (156 mg). Triethylamine (0.16 ml) and 2,4-dichloro-6-(2,3-xylidino)-pyrimidine (300 mg) are added, and the mixture is refluxed for 18 hours. Triethylamine (0.16 ml) is added again, heating under reflux for 24 hours more. Finally, after cooling, the reaction mixture is diluted with water and extracted with methylene chloride. The organic phase is washed to neutrality and dried over Na2SO4. By evaporation of the solvent and crystallization from ethyl acetate 300 mg of ethyl ester of N-[4-chloro-6-(2,3xylidino)-2-pyrimidinyl]-aminoacetic acid (I, 2) are obtained.

後処理

  1. temperaturethe mixture is refluxed for 18 hours
  2. temperatureheating
  3. temperatureunder reflux for 24 hours more
  4. temperatureFinally, after cooling
  5. extractionextracted with methylene chloride
  6. washThe organic phase is washed to neutrality
  7. dry with materialdried over Na2SO4
  8. customBy evaporation of the solvent and crystallization from ethyl acetate 300 mg of ethyl ester of N-[4-chloro-6-(2,3xylidino)-2-pyrimidinyl]-aminoacetic acid (I, 2)
  9. customare obtained

出典と根拠

ORDレコード
ord-e7fa98b85586459ea70a39dcef83c659
出典データセット
uspto-grants-1985_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04559345

反応ノート

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