3-Cyclohexene-1-carboxaldehyde → HCID 67852575, compound

HRID 2052415Notes

Reaction equation

HRID 2052415 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[C:4]([NH2:12])[CH:3]=1.[CH:13]1([CH:19]=O)[CH2:18][CH2:17][CH:16]=[CH:15][CH2:14]1>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]2[S:8](=[O:9])(=[O:10])[NH:11][CH:19]([C:13]3[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=3)[NH:12][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 75083-Cyclohexene-1-carboxaldehydeHCID 777902-Amino-4-chlorobenzenesulphonamide

Product 1

HCID 67852575HCID 67852575, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-chloro-2-aminobenzenesulfonamide (20 g.) and 12 g. of 3-cyclohexene carboxaldehyde are combined in 150 ml. of acetonitrile and refluxed 41/2 hours. The precipitate which forms during refluxing and on cooling is collected by filtration and washed with cold acetonitrile. The crude (17.4 g) is recrystallized from dimethylformamide-water to give a white product melting at 252°-4°. Analysis calculated for C13H15ClN2O2S: C% 52.26, H% 5.06. Found: C% 52.39; H% 5.00.

Workup

  1. temperatureduring refluxing
  2. temperatureon cooling
  3. filtrationis collected by filtration
  4. washwashed with cold acetonitrile
  5. customThe crude (17.4 g) is recrystallized from dimethylformamide-water

Sources & evidence

ORD record
ord-4cbafeebfd6342e396cf92e6f95d8ed2
Source dataset
uspto-grants-1980_01
Patent number
US04184039

Reaction notes

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