Ammonia → Methyl 3-(aminosulfonyl)-5-[(dipropylamino)carbonyl]-Benzoate

HRID 348797

反応式

HRID 348797 の反応式
Cl[S:2]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([C:15]([N:17]([CH2:21][CH2:22][CH3:23])[CH2:18][CH2:19][CH3:20])=[O:16])[CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])(=[O:4])=[O:3].[NH3:24]>C1COCC1>[NH2:24][S:2]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([C:15]([N:17]([CH2:21][CH2:22][CH3:23])[CH2:18][CH2:19][CH3:20])=[O:16])[CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])(=[O:4])=[O:3]

参加物

4

反応物 2

HCID 222AmmoniaHCID 22593631Methyl 3-(chlorosulfonyl)-5-[(dipropylamino)carbonyl]-Benzoate

生成物 1

HCID 22593632Methyl 3-(aminosulfonyl)-5-[(dipropylamino)carbonyl]-Benzoate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 3-(chlorosulfonyl)-5-[(dipropylamino)carbonyl]benzoate (XXXVII, PREPARATION 11, 0.100 g, 0.300 mmol) in dry THF (3 mL) is added ammonia (7 N solution in methanol, 0.214 mL, 1.50 mmol). The mixture is stirred for 18 hours and solvent is then removed. The residue is partitioned between ethyl acetate and water. The organic phase is separate and washed with saline, dried over anhydrous sodium sulfate, filtered, and concentrated to give the title compound, NMR (300 MHz, CDCl3) delta 8.45, 8.07, 8.01, 6.05, 3.93, 3.44, 3.09, 1.67, 1.52, 0.96 and 0.73; MS (ESI+) for C12H22N2O5S m/z (M+H)+=343.3.

後処理

  1. customsolvent is then removed
  2. customThe residue is partitioned between ethyl acetate and water
  3. customThe organic phase is separate
  4. washwashed with saline
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-62f6d467514240cbabb6e09874b7cd1b
出典データセット
uspto-grants-2007_02
特許番号
US07176242B2

関連ノート

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