p-Toluenesulfonic acid → HCID 54432475, compound

HRID 2248536Notes

Reaction equation

HRID 2248536 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1)#[N:2].[C:11]([C:14]1[CH:19]=[CH:18][C:17]([S:20]([NH2:23])(=[O:22])=[O:21])=[CH:16][CH:15]=1)([OH:13])=[O:12].CC1C=CC(S(O)(=O)=O)=CC=1>ClC1C=CC=CC=1>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[N:23][S:20]([C:17]2[CH:16]=[CH:15][C:14]([C:11]([OH:13])=[O:12])=[CH:19][CH:18]=2)(=[O:21])=[O:22])=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 8739CarzenideHCID 660424-Cyanobenzaldehyde

Product 1

HCID 54432475HCID 54432475, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

In a similar manner to Example 2, 1.25 g (9 mmol) of 4-cyanobenzaldehyde, 1.9 g (9 mmol) of 4-carboxybenzenesulfonamide and 20 mg of TsOH in 150 mL of chlorobenzene under nitrogen were heated for 18 hours to give 2.58 g (86%) of SULF-7 as a white powder: IR (Nujol) 3400-2400 (br), 2224, 1682, 1605, 1155 cm-1 ; 1H NMR (DMSO-d6, TMS ext std) δ9.35 (s, 1), 8.3-7.8 (m, 8).

Workup

  1. customto give 2.58 g (86%) of SULF-7 as a white powder

Sources & evidence

ORD record
ord-d80ca7a8092d497cbb11e030b5b3a26f
Source dataset
uspto-grants-1991_08
Patent number
US05041232

Reaction notes

Loading…