4-(2-Aminoethyl)-2,6-dimethoxyphenol → HCID 67242173, compound

HRID 2239725Notes

Reaction equation

HRID 2239725 reaction equation
Cl[C:2]1[C:3](=[O:18])[N:4]([CH:15]([CH3:17])[CH3:16])[S:5](=[O:14])(=[O:13])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[NH2:19][CH2:20][CH2:21][C:22]1[CH:27]=[C:26]([O:28][CH3:29])[C:25]([OH:30])=[C:24]([O:31][CH3:32])[CH:23]=1>>[OH:30][C:25]1[C:24]([O:31][CH3:32])=[CH:23][C:22]([CH2:21][CH2:20][NH:19][C:2]2[C:3](=[O:18])[N:4]([CH:15]([CH3:17])[CH3:16])[S:5](=[O:14])(=[O:13])[C:6]=2[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:27][C:26]=1[O:28][CH3:29]

Participants

3

Reactant 2

HCID 5339554-(2-Aminoethyl)-2,6-dimethoxyphenolHCID 672431604-Chloro-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Product 1

HCID 67242173HCID 67242173, compound

Procedure

The title compound was prepared from 4-chloro-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide and 4-(2-aminoethyl)-2,6-dimethoxyphenol in a similar manner as described for Example 118. 1H NMR (THF-d8, 500 MHz): δ 1.53 (d, 6H), 2.45 (t, 2H), 3.11 (q, 2H), 3.73 (s, 6H), 4.31-4.39 (m, 1H), 6.03 (s, 2H), 6.47 (t, 1H), 7.22 (s, 1H), 7.46-7.50 (m, 3H), 7.55-7.57 (m, 2H); 13C NMR (125 MHz, THF-d8): δ 19.57, 35.92, 45.47, 46.98, 55.93, 106.13, 106.56, 126.64, 127.87, 128.56, 129.34, 131.86, 135.49, 135.64, 148.12, 158.61; Mass Spectrum: M+H+ 447.

Sources & evidence

ORD record
ord-65b9a1f2c4e34ba9b94d7167faae8e8e
Source dataset
uspto-grants-2010_05
Patent number
US07723333B2

Reaction notes

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