Diphosgene → 5-Methylisatoic anhydride

HRID 346583

反応式

HRID 346583 の反応式
Cl[C:2](OC(Cl)(Cl)Cl)=[O:3].[NH2:9][C:10]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:11]=1[C:12]([OH:14])=[O:13]>O1CCOCC1>[CH3:19][C:16]1[CH:17]=[CH:18][C:10]2[NH:9][C:2](=[O:3])[O:13][C:12](=[O:14])[C:11]=2[CH:15]=1

参加物

4

反応物 2

HCID 10426DiphosgeneHCID 762552-Amino-5-methylbenzoic acid

生成物 1

HCID 2944785-Methylisatoic anhydride収率 94.1%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Trichloromethyl chloroformate (36.27 mL, 300 mmol) was added to a stirred solution of Compound 10 (41.3 g, 273 mmol) in dry dioxane at room temperature and the solution was refluxed for 4 h. The solution was cooled in ice bath and the solids formed were filtered. The solids were washed by ether and dried under vacuum at room temperature to yield 45.5 g (94%) of white solids. M.P. 257° C. 1H NMR (DMSO-d6): δ 2.32 (s, 3H), 7.06 (d, J=8.6 Hz, 1H), 7.56 (dd, J=8.6, 1.8 Hz, 1H), 7.71 (d, J=1.1, 1H), 11.63 (s, 1H). EIMS (neg. mode) m/z 176 (M−1), 152 (M+23). Anal. (C9H7NO3) C, H, N.

後処理

  1. temperaturethe solution was refluxed for 4 h
  2. temperatureThe solution was cooled in ice bath
  3. customthe solids formed
  4. filtrationwere filtered
  5. washThe solids were washed by ether
  6. customdried under vacuum at room temperature

出典と根拠

ORDレコード
ord-6d6648e82c574ae48b32403967abf004
出典データセット
uspto-grants-2007_02
特許番号
US07173036B2

関連ノート

読み込み中…