Pyridine → HCID 22291070, compound

HRID 1369518Notes

Reaction equation

HRID 1369518 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][N:7]([CH3:34])[C:8]1[CH:9]=[C:10]([CH:31]=[CH:32][CH:33]=1)[C:11]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([CH3:30])=[C:18]([NH:20][C:21](=[O:29])[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([NH2:28])[CH:23]=2)[CH:19]=1)=[O:12].N1C=CC=CC=1>C(Cl)Cl>[CH3:34][N:7]([CH3:6])[C:8]1[CH:9]=[C:10]([CH:31]=[CH:32][CH:33]=1)[C:11]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([CH3:30])=[C:18]([NH:20][C:21](=[O:29])[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([NH:28][S:2]([CH3:1])(=[O:4])=[O:3])[CH:23]=2)[CH:19]=1)=[O:12]

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 22291118HCID 22291118, compound

Product 1

HCID 22291070HCID 22291070, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methanesulphonyl chloride (0.46 g) was added to a stirred mixture of N-[5-(3-dimethylaminobenzamido)-2-methylphenyl]-3-aminobenzamide, pyridine (0.56 ml) and methylene chloride (30 ml) and the resultant mixture was stirred at ambient temperature for 48 hours. The precipitate was isolated, washed in turn with methylene chloride and diethyl ether and dried under vacuum at 60° C. There was thus obtained the title compound (1.64 g); m.p. 239-240° C.; NMR Spectrum: (DMSOd6) 2.19 (s, 3H), 3.03 (s, 9H), 7.24 (m, 2H), 7.45 (m, 5H), 7.59 (m, 1H), 7.71 (m, 1H), 7.27 (m, 1H), 7.77 (d, 1H), 7.82 (d, 1H), 9.94 (br s, 1H), 10.24 (br s, 1H); Mass Spectrum: M−H− 465.

Workup

  1. customThe precipitate was isolated
  2. washwashed in turn with methylene chloride and diethyl ether
  3. customdried under vacuum at 60° C

Sources & evidence

ORD record
ord-e94780a1456e4395bd0157c2251e03ee
Source dataset
uspto-grants-2003_06
Patent number
US06579872B1

Reaction notes

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