HCID 14390486, compound → HCID 14390208, compound

HRID 621877Notes

Reaction equation

HRID 621877 reaction equation
[NH2:1][C:2]([CH2:4][NH:5][C:6]1[C:11]([NH:12][C:13](=O)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=[CH:8][N:7]=1)=[O:3]>CO>[C:14]1([C:13]2[N:5]([CH2:4][C:2]([NH2:1])=[O:3])[C:6]3=[N:7][CH:8]=[CH:9][CH:10]=[C:11]3[N:12]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 1

HCID 14390486HCID 14390486, compound

Product 1

HCID 14390208HCID 14390208, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 7.62-g (0.028 mole) sample of N-[2-[[(aminocarbonyl)methyl]-amino]-3-pyridinyl]benzamide was heated in glass in a Wood's metal bath under a flow of nitrogen at 200° C. for 7 minutes. The green solid residue was broken up with a glass rod in methanol and the solid was filtered off. The filtrate was concentrated and the precipitate which formed, was separated by filtering twice. The solids were combined and recrystallized from boiling water to give 3.19 g (45%) of white needles which were dried under high vacuum at room temperature overnight, mp. 226°-7° C.

Workup

  1. filtrationthe solid was filtered off
  2. concentrationThe filtrate was concentrated
  3. customthe precipitate which formed
  4. customwas separated
  5. filtrationby filtering twice
  6. customrecrystallized

Sources & evidence

ORD record
ord-390bba3e86754d8da8c56b6f54c08df7
Source dataset
uspto-grants-1989_04
Patent number
US04824951

Reaction notes

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