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

HRID 1350930

반응식

HRID 1350930 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-984c5c55d6ef4742a7028ea9fcf88cfb
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07214715B2

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