Maleic Anhydride → HCID 1551184, compound

HRID 1417354Notes

Reaction equation

HRID 1417354 reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[C:16]1(=[O:22])[O:21][C:19](=[O:20])[CH:18]=[CH:17]1>ClCCl>[C:6]([C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:16](=[O:22])/[CH:17]=[CH:18]\[C:19]([OH:21])=[O:20])=[CH:15][CH:14]=1)(=[O:7])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 7923Maleic AnhydrideHCID 143464-Aminobenzophenone

Product 1

HCID 1551184HCID 1551184, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Aminobenzophenone (10.00 g, 0.0507 mol) was added to a stirred solution of maleic anhydride (4.98 g, 0.0508 mol) in dichloromethane (200 ml). After 10 minutes of stirring at room temperature, yellow precipitate was formed. Stirring was continued for a further 3 hours, following which the solid was collected, washed with dichloromethane (3×30 ml) and diethyl ether (2×30 ml) and finally air dried to yield the maleanmic acid. (Found: C, 68.74; H, 4.57; N, 4.41%. C17H13NO4 requires C, 69.15; H, 4.44; N, 4.74%). H.p.l.c (Kromazil C18, 49.95% MeOH, 49.95% H2O, 0.1% CF3CO2H): 99.7% λmax 306 nm; ε 20560. 1H-n.m.r (DMSO): δ 10.62 (1H, s, NH); 7.8-7.5 (9H, m, phenyl); 6.45 (1H, d; CH=CH); 6.31 (1M, d, CH=CH); 3.38 (1H, S, CO2H).

Workup

  1. customyellow precipitate was formed
  2. stirringStirring
  3. waitwas continued for a further 3 hours
  4. customwas collected
  5. washwashed with dichloromethane (3×30 ml) and diethyl ether (2×30 ml) and finally air
  6. customdried

Sources & evidence

ORD record
ord-0abe46118ebf409c8d0f612ccb53994e
Source dataset
uspto-grants-1999_03
Patent number
US05877204

Reaction notes

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