Acetic Acid → HCID 9944917, compound

HRID 478654Notes

Reaction equation

HRID 478654 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=2[C:10]2[C:14]=1[C:13](=[O:15])[N:12]([C:16]1[CH:23]=[CH:22]C(C#N)=[CH:18][CH:17]=1)[N:11]=2.[C:24]([OH:27])(=[O:26])[CH3:25].OS(O)(=O)=O>O>[CH3:1][C:2]1[O:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=2[C:10]2[C:14]=1[C:13](=[O:15])[N:12]([C:16]1[CH:17]=[CH:18][C:25]([C:24]([OH:27])=[O:26])=[CH:22][CH:23]=1)[N:11]=2

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 18002603HCID 18002603, compound

Product 1

HCID 9944917HCID 9944917, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
100 °C

Procedure

A mixture of 4-(4-methyl-3-oxo-3H-chromeno[4,3-c]pyrazol-2-yl)-benzonitrile (0.030 g, 0.10 mmol), acetic acid (0.4 ml), H2SO4 (0.4 ml) and water (0.4 ml) was heated at 100° C. in an oil bath for 19 h. After cooling water was added and the precipitation collected, washed with water and dried to yield 4-(4-methyl-3-oxo-3H-chromeno-[4,3-c]pyrazol-2-yl)-benzoic acid (0.029 g): 1H NMR (400 MHz, DMSO-d6) δ 8.21 (2H, d), 8.13 (1H, d), 8.01 (2H, d), 7.67-7.75 (2H, m), 7.54-7.58 (1H, m), 2.78 (3H, s); ESI MS m/z 321 (M+H+).

Workup

  1. additionwas added
  2. customthe precipitation
  3. customcollected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-2828b62a15ed4d0f947a24f953ffd3e3
Source dataset
uspto-grants-2003_11
Patent number
US06642249B2

Reaction notes

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