Triethylamine → HCID 15221586、化合物

HRID 726532ノート

反応式

HRID 726532 の反応式
[CH2:1]([O:3][P:4]([CH2:9][NH:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([N+:21]([O-:23])=[O:22])=[CH:13][C:12]=1[NH2:24])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].CC[C:27]([C:29](Cl)=[O:30])=[O:28].C(N(CC)CC)C>O1CCCC1>[CH2:1]([O:3][P:4]([CH2:9][N:10]1[C:11]2[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:14]([N+:21]([O-:23])=[O:22])=[CH:13][C:12]=2[NH:24][C:27](=[O:28])[C:29]1=[O:30])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 11007880Butanoyl chloride, 2-oxo-HCID 23196366HCID 23196366、化合物

生成物 1

HCID 15221586HCID 15221586、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

100 mg of (2-amino-4-nitro-1-naphthylamino)-methanephosphonic acid diethyl ester is dissolved in a few ml of tetrahydrofuran and treated with 95 microliters of distilled ethyloxalyl chloride and 118 microliters of triethylamine at ice-bath temperature. The solution is stirred first to room temperature and then the reaction is allowed to be completed at 55° oil bath temperature. The batch is concentrated by evaporation, taken up in ethyl acetate and washed with brine, dried and spun in. The crude product is chromatographed on silica gel with ethanol as mobile solvent. 76 mg or 67% of theory of product is obtained as polar fraction. NMR (DMSO,Delta in ppm): 1.03 (6H tr), 3.8 (4H dq), 4.93 (2H d), 7.73 (2H dd), 8.2, 8.35, 8.47 each 1H.

後処理

  1. customto be completed at 55°
  2. concentrationThe batch is concentrated by evaporation
  3. washwashed with brine
  4. customdried
  5. customThe crude product is chromatographed on silica gel with ethanol as mobile solvent
  6. custom76 mg or 67% of theory of product is obtained as polar fraction

出典と根拠

ORDレコード
ord-edc251597b5349049dcd41846c79e5be
出典データセット
uspto-grants-1998_01
特許番号
US05710138

反応ノート

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