Ethanol → HCID 86701896, compound

HRID 1405134Notes

Reaction equation

HRID 1405134 reaction equation
[NH2:1][C:2](=[O:19])[C:3]([C:17]#[N:18])=[C:4]([NH:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)C(O)=O)SC.[OH2:20].[NH2:21][NH2:22].C[CH2:24][OH:25]>>[NH2:18][C:17]1[NH:22][N:21]=[C:4]([NH:7][C:8]2[CH:16]=[CH:15][C:14]([C:24]([OH:25])=[O:20])=[CH:10][CH:9]=2)[C:3]=1[C:2](=[O:19])[NH2:1]

Participants

4

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 86701897HCID 86701897, compound

Product 1

HCID 86701896HCID 86701896, compound

Conditions

Temperature
75 °C

Procedure

3-((3-amino-2-cyano-1-(methylthio)-3-oxoprop-1-en-1-yl)amino)benzoic acid was then suspended in 10 mL EtOH and hydrazine hydrate (124 μL, 1.0 eq.) was added dropwise. Reaction was heated at 75° C. until intermediate was absent (HPLC). Once intermediate was absent (18 hrs), reaction was brought to room temperature and filtered to obtain 4-((5-amino-4-carbamoyl-1H-pyrazol-3-yl)amino)benzoic acid as a yellow powder. Product was allowed to dry under vacuum for 1 hr.

Workup

  1. customReaction
  2. custom(18 hrs), reaction
  3. customwas brought to room temperature
  4. filtrationfiltered

Sources & evidence

ORD record
ord-6e7b43219eab4f3f98b909d31b1758ba
Source dataset
uspto-grants-2014_12
Patent number
US08916555B2

Reaction notes

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