Ammonia → HCID 10270483, compound

HRID 1348919Notes

Reaction equation

HRID 1348919 reaction equation
[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]3[C:16]4[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=4[O:18][CH2:19][C:14]=3[C:13]([C:24]([OH:26])=O)=[N:12]2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[NH3:27]>CO>[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]3[C:16]4[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=4[O:18][CH2:19][C:14]=3[C:13]([C:24]([NH2:27])=[O:26])=[N:12]2)=[CH:7][CH:6]=1)(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21092627HCID 21092627, compound

Product 1

HCID 10270483HCID 10270483, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of methyl ester of 1-[4-(aminosulfonyl)phenyl]-1,4-dihydro-[1]benzopyrano[4,3-c]pyrazole-3-carboxylic acid (0.77 g, 2.0 mmol) in MeOH (50 ml) in a pressure tube, liquid NH3 (5 ml) was added. The pressure tube was sealed at RT and then heated to 60° C. overnight. The suspension became clear solution. After 24 h, the solution was cooled to RT and pressure was relieved. The solvent was removed under reduced pressure. The resulting white solids were recrystallized in MeOH, to yield pure product 1-[4-(aminosulfonyl)phenyl]-1,4-dihydro-[1]benzopyrano[4,3-c]pyrazole-3-carboxamide (0.3584 g, 48%). Mass (MH+) 137. Anal. Calc'd for C17H14O4N4S+0.4H2O: C, 54.08; H, 3.95; N, 14.86. Found: C, 54.13; H, 3.90; N, 14.86.

Workup

  1. customThe pressure tube was sealed at RT
  2. temperaturethe solution was cooled to RT
  3. customThe solvent was removed under reduced pressure
  4. customThe resulting white solids were recrystallized in MeOH

Sources & evidence

ORD record
ord-0ee1d6c650e247fcb885c3970107eaf2
Source dataset
uspto-grants-2007_05
Patent number
US07211597B2

Reaction notes

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