Dimethylformamide → HCID 67918403, compound

HRID 1196226Notes

Reaction equation

HRID 1196226 reaction equation
[CH3:1][C:2]([CH3:35])([O:4][C:5]([NH:7][NH:8][C:9]([C:11]1[CH:16]=[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:14]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[C:13]([CH2:33][Cl:34])[N:12]=1)=[O:10])=[O:6])[CH3:3].CN1CC([C:42]2[CH:47]=[CH:46][CH:45]=[N:44][CH:43]=2)CC1.C[N:49](C)[CH:50]=[O:51]>>[Cl-:34].[NH2:49][C:50]([C:47]1[CH:42]=[CH:43][N+:44]([CH2:33][C:13]2[C:14]([O:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[C:15]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:16]=[C:11]([C:9]([NH:8][NH:7][C:5]([O:4][C:2]([CH3:35])([CH3:3])[CH3:1])=[O:6])=[O:10])[N:12]=2)=[CH:45][CH:46]=1)=[O:51]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 5455173-(1-Methyl-3-pyrrolidinyl)pyridineHCID 57107618HCID 57107618, compound

Product 1

HCID 67918403HCID 67918403, compound

Procedure

4.98 g 6-(chloromethyl)-4,5-bis(phenylmethoxy)2-pyridinecarboxylic acid, 2-[(1,1-dimethylethoxy)carbonyl]hydrazide and 1.23 g of isonicotine acid hydrazide and 0.1 g KI and 0.1 g C-18-Crown-6 were stirred for 12 hours at 50° C. in 50 ml dimethylformamide. After filtration the dimethylformamide was distilled off in vacuo and the residue stirred with ether. A yellow solid was obtained, 6.20 g of title compound. M.P. 205°-208° C. (dec.)

Workup

  1. filtrationAfter filtration the dimethylformamide
  2. distillationwas distilled off in vacuo
  3. customA yellow solid was obtained

Sources & evidence

ORD record
ord-984d360dcb82411789cffd0af39daafc
Source dataset
uspto-grants-1992_05
Patent number
US05112968

Reaction notes

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