Formic Acid → HCID 178432647, compound

HRID 2200323Notes

Reaction equation

HRID 2200323 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:9](=[NH:12])[NH:10][NH2:11])=[N:6][C:7]=1[CH3:8].[CH:13](O)=O>CO>[Br:1][C:2]1[C:7]([CH3:8])=[N:6][C:5]([C:9]2[NH:12][CH:13]=[N:11][N:10]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 178432964HCID 178432964, compound

Product 1

HCID 178432647HCID 178432647, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

5-Bromo-6-methylpicolin-imido-hydrazide (1 equiv) and formic acid (15 equiv) were combined and heated to 100° C. for 6 h. The reaction was cooled to room temperature and diluted with methanol. The resulting slurry was partially concentrated under reduced pressure and the resulting mixture was diluted with methanol and partially concentrated under reduced pressure. The resulting solids were collected by filtration, washed with water and dried to provide the desired product, as a solid. MS (ESI) m/z 238.9 [M]+, 240.9 [M+2]+.

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. concentrationThe resulting slurry was partially concentrated under reduced pressure
  3. additionthe resulting mixture was diluted with methanol
  4. concentrationpartially concentrated under reduced pressure
  5. filtrationThe resulting solids were collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-91ba00941eff47dd9f320718d2efa8dd
Source dataset
uspto-grants-2016_06
Patent number
US09359364B2

Reaction notes

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