Formic Acid → HCID 58307562, compound

HRID 1516456Notes

Reaction equation

HRID 1516456 reaction equation
[F:1][C:2]1[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]([NH:11]N=C2CCCNC2=O)[CH:3]=1.O.[CH:21]([OH:23])=O>>[F:1][C:2]1[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[C:5]2[C:2]3[CH2:3][CH2:4][NH:11][C:21](=[O:23])[C:10]=3[NH:11][C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 284Formic AcidHCID 962WaterHCID 76754946HCID 76754946, compound

Product 1

HCID 58307562HCID 58307562, compoundYield 57%

Procedure

Diazotized compound 9 (500 mg, 1.89 mmol) was solved in 8.25 mL formic acid (90%) and the solution was heated at reflux for 1 h. The reaction was allowed to cool and 10 mL of water were added. The resulting mixture was extracted with ethyl acetate. The organic layer was concentrated to obtain the desired compound 10 (270 mg, yield 57%).

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for 1 h
  3. temperatureto cool
  4. extractionThe resulting mixture was extracted with ethyl acetate
  5. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-3beda0468bf645ce8157ca38a29e3c60
Source dataset
uspto-grants-2012_07
Patent number
US08227501B2

Reaction notes

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