Butyl 4-aminobenzoate → HCID 59815143, compound

HRID 2116800Notes

Reaction equation

HRID 2116800 reaction equation
[O:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[CH:3]=[C:2]1[C:10](Cl)=[O:11].[S-:13][C:14]#[N:15].[NH4+].[NH2:17][C:18]1[CH:30]=[CH:29][C:21]([C:22]([O:24][CH2:25][CH2:26][CH2:27][CH3:28])=[O:23])=[CH:20][CH:19]=1>CC(C)=O>[CH2:25]([O:24][C:22](=[O:23])[C:21]1[CH:20]=[CH:19][C:18]([NH:17][C:14]([NH:15][C:10]([C:2]2[O:1][C:9]3[CH:8]=[CH:7][N:6]=[CH:5][C:4]=3[CH:3]=2)=[O:11])=[S:13])=[CH:30][CH:29]=1)[CH2:26][CH2:27][CH3:28]

Participants

5

Reactant 3

HCID 2482Butyl 4-aminobenzoateHCID 15666Ammonium thiocyanateHCID 59815140HCID 59815140, compound

Product 1

HCID 59815143HCID 59815143, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Furo[3,2-c]pyridine-2-carbonyl chloride (161 mg, 1 mmol) is added to a solution of ammonium thiocyanate (200 mg, about 3 mmol) in acetone (5 ml) and stirred at room temperature for 1 hour. Butyl 4-aminobenzoate (180 mg, 0.93 mmol) is added to the reaction mixture. Stirring is continued overnight at room temperature. Solvent is evaporated to dryness and the residue diluted with 10% aqueous NaHCO3. The product is filtered, washed with water and methanol, and dried.

Workup

  1. stirringStirring
  2. waitis continued overnight at room temperature
  3. customSolvent is evaporated to dryness
  4. additionthe residue diluted with 10% aqueous NaHCO3
  5. filtrationThe product is filtered
  6. washwashed with water and methanol
  7. customdried

Sources & evidence

ORD record
ord-b7a1d01f90734bc096e840249cf9a2a0
Source dataset
uspto-grants-2008_10
Patent number
US07439374B2

Reaction notes

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