Formaldehyde → HCID 12640200, compound

HRID 1680436Notes

Reaction equation

HRID 1680436 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)=[CH:7][N:6]=1)=[O:4].[CH2:20]=O>C(O)=O>[CH3:20][N:11]([C:8]1[CH:9]=[CH:10][C:5]([C:3]([OH:2])=[O:4])=[N:6][CH:7]=1)[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 12640161HCID 12640161, compound

Product 1

HCID 12640200HCID 12640200, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

The mixture of 10 g of 5-(m-chlorobenzylamino)-pyridine-2-carboxylic acid methyl ester, 13 ml of 35% aqueous formaldehyde and 13 ml of formic acid is stirred at the steam bath for one day. It is evaporated, the residue boiled with 100 ml of methanol, until dissolution, the solution filtered hot and the filtrate cooled. The precipitate formed is collected and recrystallized from methanol, to yield the 5-(N-methyl-N-m-chlorobenzylamino)-pyridine-2-carboxylic acid melting at 138°-140°.

Workup

  1. customIt is evaporated
  2. dissolutionthe residue boiled with 100 ml of methanol, until dissolution
  3. filtrationthe solution filtered hot
  4. temperaturethe filtrate cooled
  5. customThe precipitate formed
  6. customis collected
  7. customrecrystallized from methanol

Sources & evidence

ORD record
ord-3004ec925ef341e4a5cb0109586259d1
Source dataset
uspto-grants-1981_06
Patent number
US04273779

Reaction notes

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