Carbon Dioxide → HCID 13924302, compound

HRID 2308610Notes

Reaction equation

HRID 2308610 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][N:17]=1)[C:5]([O:7]C1C=CC=C(C)C=1)=O.[C:18]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:19]([S:24]([NH2:27])(=[O:26])=[O:25])=[CH:20][CH:21]=[CH:22][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].C(=O)=O.Cl>C(OCC)(=O)C.O>[C:18]1([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:19]([S:24]([NH:27][C:5](=[O:7])[C:4]2[CH:15]=[CH:16][N:17]=[C:2]([Cl:1])[CH:3]=2)(=[O:26])=[O:25])=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

8

Reactant 5

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 123715202-Phenylbenzene-1-sulfonamideHCID 20187520HCID 20187520, compound

Product 1

HCID 13924302HCID 13924302, compoundYield 42.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

2.4 g (0.01 mol ) of 3-methylphenyl 2-chloroisonicotinate, 2.3 g (0.01 mol) of 2-biphenylsulfonamide and 1.4 g (0.01 mol) of anhydrous potassium carbonate were melted under agitation at 120° to 130° C. When the generation of gaseous carbon dioxide came to an end after 30 min to 1 hr., 50 ml of water were added and, then concentrated hydrochloric acid dropwise added to acidify. The organic layer obtained by extraction with ethyl acetate was dried and then concentrated to precipitate crude crystals, which were recrystallized to 1.6 g (yield: 42.9%) of N-(2-biphenylsulfonyl)-2-chloroisonicotinamide as white crystals.

Workup

  1. customwere melted under agitation at 120° to 130° C
  2. customwas dried
  3. concentrationconcentrated
  4. customto precipitate crude crystals, which

Sources & evidence

ORD record
ord-cc57df69c42e4c2f89f56183a699e072
Source dataset
uspto-grants-1987_09
Patent number
US04690934

Reaction notes

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