p-Toluenesulfonic acid → HCID 53787602, compound

HRID 727992Notes

Reaction equation

HRID 727992 reaction equation
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([OH:3])=[O:2].[C:12]([C:15]1[CH:20]=[CH:19][C:18]([S:21]([NH2:24])(=[O:23])=[O:22])=[CH:17][CH:16]=1)([OH:14])=[O:13].CC1C=CC(S(O)(=O)=O)=CC=1>ClC1C=CC=CC=1>[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[N:24][S:21]([C:18]2[CH:17]=[CH:16][C:15]([C:12]([OH:14])=[O:13])=[CH:20][CH:19]=2)(=[O:22])=[O:23])=[CH:6][CH:5]=1)([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 8739CarzenideHCID 120884-Formylbenzoic acid

Product 1

HCID 53787602HCID 53787602, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

In the same manner as Example 2, 0.60 g (4 mmol) of 4-carboxybenzaldehyde, 0.80 g (4 mmol) of 4-carboxybenzenesulfonamide and 15 mg of TsOH in 80 mL of chlorobenzene under nitrogen were heated to provide 80% of SULF-5 as a light tan powder: IR (Nujol) 3400-2600 (br), 3082, 1688, 1614, 1160 cm -1 ; 1H NMR (DMSO-d6, TMS ext std) δ9.17 (s, 1), 8.2-7.8 (m, 8).

Workup

  1. customto provide 80% of SULF-5 as a light tan powder

Sources & evidence

ORD record
ord-72a9e9ccee434bff922a885a42f19001
Source dataset
uspto-grants-1991_09
Patent number
US05047163

Reaction notes

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