Formic Acid → HCID 10741144, compound

HRID 1838478Notes

Reaction equation

HRID 1838478 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][CH:9]([CH3:11])[CH3:10])[CH:5]=[CH:4][C:3]=1[C:12]1[C:13]([S:18]([NH:21][C:22]2[O:26][N:25]=[C:24]([CH3:27])[C:23]=2[CH3:28])(=[O:20])=[O:19])=[CH:14][CH:15]=[CH:16][CH:17]=1.[CH:29](O)=[O:30]>C1(C)C=CC=CC=1>[CH3:27][C:24]1[C:23]([CH3:28])=[C:22]([NH:21][S:18]([C:13]2[C:12]([C:3]3[CH:4]=[CH:5][C:6]([CH2:8][CH:9]([CH3:11])[CH3:10])=[CH:7][C:2]=3[NH:1][CH:29]=[O:30])=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:20])=[O:19])[O:26][N:25]=1

Participants

4

Reactant 2

HCID 284Formic Acid2×HCID 9908909153624-15-8

Product 1

HCID 10741144HCID 10741144, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of the compound of Example 32 (0.20 g, 0.5 mmol) in toluene (2 mL), formic acid (0.21 g, 4.5 mmol) was added. The mixture was heated at reflux for 3 hours, additional formic acid (0.23 g, 5 mmol) was added and heating was continued for 9 hours. The mixture was concentrated and the residue was chromatographed on silica gel to provide the title compound (127 mg, 59%) as an off-white solid, m.p. 87-95° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 3 hours
  3. temperatureheating
  4. concentrationThe mixture was concentrated
  5. customthe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-f1ca81d8684f4c62b88c0ac9298cc570
Source dataset
uspto-grants-2004_01
Patent number
US06673824B1

Reaction notes

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