2-Benzothiazolamine, 6-bromo- → HCID 59283039, compound

HRID 1965846Notes

Reaction equation

HRID 1965846 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([NH2:9])[S:8][C:4]=2[CH:3]=1.[CH3:12][O:13][C:14]1[CH:24]=[CH:23][C:17](/[CH:18]=[CH:19]/B(O)O)=[CH:16][CH:15]=1>>[CH3:12][O:13][C:14]1[CH:24]=[CH:23][C:17](/[CH:18]=[CH:19]/[C:2]2[CH:11]=[CH:10][C:5]3[N:6]=[C:7]([NH2:9])[S:8][C:4]=3[CH:3]=2)=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 851492-Benzothiazolamine, 6-bromo-HCID 642693[trans-2-(4-Methoxyphenyl)ethenyl]boronic acid

Product 1

HCID 59283039HCID 59283039, compound

Procedure

Compound (E)-6-(4-methoxystyryl)benzo[d]thiazol-2-amine (W201) was prepared using the general procedure for Suzuki coupling reaction between 6-bromobenzo[d]thiazol-2-amine (69 mg, 0.3 mmol) and (E)-4-methoxystyrylboronic acid (53 mg, 0.3 mmol), as a white solid (80 mg, 94%). 1H NMR (400 MHz, DMSO-d6) δ 7.80 (d, J=1.6 Hz, 1 H), 7.46 (s, 2 H), 7.45 (d, J=8.8 Hz, 2 H), 7.36 (dd, J=8.4, 1.6 Hz, 1 H), 7.24 (d, J=8.0 Hz, 1 H), 7.03 (d, J=2.0 Hz, 2 H), 6.89 (d, J=9.2 Hz, 1 H), 3.71 (s, 3 H); MS (ESI) m/z 283 (M+H+).

Sources & evidence

ORD record
ord-12dfd4e3307d430a90aac4980f5fa7a3
Source dataset
uspto-grants-2013_04
Patent number
US08420052B2

Reaction notes

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