1,1'-Carbonyldiimidazole → HCID 69655347、化合物

HRID 11568

反応式

HRID 11568 の反応式
[CH2:1]([N:4]([CH2:8][C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][CH:10]=1)[CH2:5][CH:6]=[CH2:7])[CH:2]=[CH2:3].C(N1C=CN=C1)(N1C=CN=C1)=O.[C:29]([NH:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[NH2:43])([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30]>C1COCC1>[C:32]([O:31][C:29](=[O:30])[NH:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[NH:43][C:14]([C:12]1[S:13][C:9]([CH2:8][N:4]([CH2:1][CH:2]=[CH2:3])[CH2:5][CH:6]=[CH2:7])=[CH:10][CH:11]=1)=[O:16])([CH3:35])([CH3:33])[CH3:34]

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 676311N-(tert-Butoxycarbonyl)-1,2-phenylenediamineHCID 21975913HCID 21975913、化合物

生成物 1

HCID 69655347HCID 69655347、化合物収率 84.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2.70 g (11.38 mmol) 5-diallylaminomethyl-thiophene-2-carboxylic acid in 50 ml THF was added 2.03 g (12.51 mmol) carbonyldiimidazol. After 45 min at rt, 2.48 g (11.95 mmol) mono-boc-ortho-phenylenediamine were added to the reaction mixture, and it was stirred for 3 h at rt. The solvent was evaporated and the residue dissolved in ethyl acetate. The organic phase was washed twice with sat. NaHCO3, once with water and dried over Na2SO4. The solvent was evaporated and the residue was subjected to silica gel chromatography (ethyl acetate/heptane 2:8) to yield 4.10 g (9.59 mmol) {2-[(5-Diallylaminomethyl-thiophene-2-carbonyl)-amino]-phenyl}-carbamic acid t-butyl ester; exact MW [M+H] calc'd: 428.20; MW found [M+H]: 428.3.

後処理

  1. customThe solvent was evaporated
  2. dissolutionthe residue dissolved in ethyl acetate
  3. washThe organic phase was washed twice with sat. NaHCO3, once with water
  4. dry with materialdried over Na2SO4
  5. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-b8e9914bc2ed46f08901e363f3b422c0
出典データセット
uspto-grants-2006_08
特許番号
US07098247B2

関連ノート

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