Formaldehyde → Benzenesulfonamide, 3-chloro-4-(3-(4-chlorophenyl)-5-oxo-1-imidazolidinyl)-

HRID 1658216Notes

Reaction equation

HRID 1658216 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([NH:6][CH2:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([S:17](=[O:20])(=[O:19])[NH2:18])=[CH:13][C:12]=2[Cl:21])=[O:9])=[CH:4][CH:3]=1.[CH2:24]=O>C(O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:6]2[CH2:7][C:8](=[O:9])[N:10]([C:11]3[CH:16]=[CH:15][C:14]([S:17](=[O:20])(=[O:19])[NH2:18])=[CH:13][C:12]=3[Cl:21])[CH2:24]2)=[CH:22][CH:23]=1

Participants

5

Reactant 2

HCID 712FormaldehydeHCID 21528863HCID 21528863, compound

Product 1

HCID 3041009Benzenesulfonamide, 3-chloro-4-(3-(4-chlorophenyl)-5-oxo-1-imidazolidinyl)-

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

2-(p-Chloroanilino)-N-(2-chloro-4-sulphamoylphenyl)-acetamide (3g)was dissolved in ethanol (40 ml) and paraformaldehyde (0.5g) in water (80 ml) added thereto. The mixture was refluxed for 3 hours, cooled and filtered to yield the title product (2.1g), m.p. 222°-225°(ethanol).

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. temperaturecooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-ae007ec9a70840e98a172bee4090ca38
Source dataset
uspto-grants-1976_06
Patent number
US03963706

Reaction notes

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