Pyridine → HCID 22291070, compound

HRID 967880Notes

Reaction equation

HRID 967880 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-76d7afab1628425dac21c12ad9780d09
Source dataset
uspto-grants-2005_10
Patent number
US06956037B2

Reaction notes

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