Acetic Anhydride → HCID 19780357, compound

HRID 2081689Notes

Reaction equation

HRID 2081689 reaction equation
[CH2:1]([NH:3][C:4]1[CH:5]=[C:6]2[C:17](=[CH:18][CH:19]=1)[C:9]1[NH:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=3[C:8]=1[CH2:7]2)[CH3:2].C(O[C:24](=[O:26])[CH3:25])(=O)C>O>[C:24]([N:3]([C:4]1[CH:5]=[C:6]2[C:17](=[CH:18][CH:19]=1)[C:9]1[NH:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=3[C:8]=1[CH2:7]2)[CH2:1][CH3:2])(=[O:26])[CH3:25]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19780349HCID 19780349, compound

Product 1

HCID 19780357HCID 19780357, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5,10-Dihydro-2-(N-Ethylamino)indeno[1,2-b]indole (0.47 g, 1,90 mM) and acetic anhydride (4 cm3) were heated to 90°-95° C. for 4 hours. Water (30 cm3) was added to the cold solution and the mixture was stirred vigorously for 1 hour. The solid product which formed was then collected and washed with a few drops of cold ethanol to afford the title compound 0.5 g, 90% as a colourless solid, M.p. 232° C. 1H NMR (CDCl3) δ: 1.16 (3H, t, J=7.0 Hz), 1.90 (3H, s), 3.73 (2H, s), 3.81 (2H, q, J=7.0 Hz), 7.05-7.20 (4H, m), 7.46 (1H, d, J=7.5 Hz), 7.57 (1H, d, J=8.0 Hz), 7.63 (1H, d, J=7.0 Hz, 10.36 (1H, s)).

Workup

  1. customThe solid product which formed
  2. customwas then collected
  3. washwashed with a few drops of cold ethanol

Sources & evidence

ORD record
ord-1faa026909194f6b9398ad4803b2f983
Source dataset
uspto-grants-1993_02
Patent number
US05185360

Reaction notes

Loading…