Bromine → HCID 15481259, compound

HRID 1873136Notes

Reaction equation

HRID 1873136 reaction equation
[Br:1][C:2]1[C:14]2[S:13][C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[C:10]=2[C:9]([C:19]2[CH:20]=[C:21]([O:25]C(=O)C)[CH:22]=[CH:23][CH:24]=2)=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[CH:7]2.BrBr>>[Br:1][C:2]1[C:14]2[S:13][C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[C:10]=2[C:9]([C:19]2[CH:20]=[C:21]([OH:25])[CH:22]=[CH:23][CH:24]=2)=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[CH:7]2

Participants

3

Reactant 2

HCID 24408BromineHCID 15481255HCID 15481255, compound

Product 1

HCID 15481259HCID 15481259, compound

Procedure

Prepared from acetic acid 3-(6-bromo-benzo[b]naphtho[2,3-d]thiophen-11-yl)-phenyl ester (Example 38) according to the procedure for Example 41. White solid: mp 110-111° C.: NMR (CDCl3); δ 8.35 (dd, J=8, 1 Hz, 1H), 7.81 (d, J=8, Hz, 1H), 7.67-7.63 (m, 2H), 7.53 (dd, J=8, 7 Hz, 1H), 7.44 (ddd, J=8, 7, 1 Hz, 1H), 7.39 (ddd, J=8, 7, 1 Hz, 1H), 7.13-7.09 (m, 2H), 7.00 (dd, J=8, 1 Hz, 1H), 6.88 (dd, J=1, 1 Hz, 1H), 6.78 (dd, J=8, 1 Hz, 1H), 4.99 (s, 1H, OH); MS (EI): [M+], 1 bromine isotope pattern, 404 (95%), 406 (100%); Anal. Calc. for C22H13BrOS: C, 65.19, H, 3.23, N, 0.00. Found: C, 64.85, H, 3.51, N, 0.43.

Sources & evidence

ORD record
ord-a7c94dae2af1432eacc01cf61996173e
Source dataset
uspto-grants-2000_08
Patent number
US06110962

Reaction notes

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