Benzaldehyde → HCID 21423539, compound

HRID 259217Notes

Reaction equation

HRID 259217 reaction equation
[P:1]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[O:2]C1C=CC=CC=1.[CH:23](=O)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[S:31]([NH2:35])([NH2:34])(=[O:33])=[O:32]>ClC1C=CC=CC=1>[NH2:34][S:31]([NH:35][CH:23]([P:1](=[O:2])([O:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[O:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)(=[O:33])=[O:32]

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 7540Triphenyl phosphiteHCID 82267Sulfamide

Product 1

HCID 21423539HCID 21423539, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

A mixture of equimolar quantities of triphenyl phosphite, benzaldehyde, and sulfamide in chlorobenzene is warmed at 95°-100° C. for 2.5 hrs, and then the reaction mixture is stripped to 120°/0.2mm. The residue is recrystallized from acetonitrile and then from chlorobenzene, giving a white solid: mp 171°-174°; 31P nmr(DMSO-d6) -14.4(d, J = 25Hz); 1H nmr δ8.2(d of d, 1, J = 2 and 10Hz, NH), 6.9-7.6(m, 15, aryl), 6.7 (s, 2, NH2), 5.2(d of d, 1, J = 10 and 26, CH).

Workup

  1. temperatureis warmed at 95°-100° C. for 2.5 hrs
  2. customis stripped to 120°
  3. customThe residue is recrystallized from acetonitrile
  4. customfrom chlorobenzene, giving a white solid

Sources & evidence

ORD record
ord-748e200eeb7549e2a5ee2c8f131d5da1
Source dataset
uspto-grants-1977_07
Patent number
US04036913

Reaction notes

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