Acetyl chloride → HCID 59770386, compound
Reaction equation
[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[CH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[NH2:23])[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:24](Cl)(=[O:26])[CH3:25]>>[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[CH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[NH:23][C:24](=[O:26])[CH3:25])[C:5]=2[CH:4]=[CH:3][CH:2]=1Participants
3
Procedure
Following procedures essentially as described in Example 90, 2-(10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenylamine and acetyl chloride give the title compound in 70% yield as a yellow solid, mp 189.7° C. 1H NMR (CDCl3) δ 2.16 (s, 3H), 3.26 (br s, 4H), 6.78 (s, 1H), 6.84-7.50 (m, 111), 7.82 (d, 1H); MS (ES) 340 (M+H) 338 (M−H). HPLC shows 94% purity.
Sources & evidence
- ORD record
- ord-487000e49e4543d094c9a327b012d40b
- Source dataset
- uspto-grants-2008_08
- Patent number
- US07411072B2
Reaction notes
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