3-Chloropropanesulphonyl chloride → 4-(3-Chloro-propane-1-sulfonylamino)-3-methyl-benzofuran-2-carboxylic acid ethyl ester

HRID 29309

Reaction equation

HRID 29309 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([NH2:16])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2].[Cl:17][CH2:18][CH2:19][CH2:20][S:21](Cl)(=[O:23])=[O:22]>>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][S:21]([CH2:20][CH2:19][CH2:18][Cl:17])(=[O:23])=[O:22])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2]

Participants

3

Procedure

4-(3-Chloro-propane-1-sulfonylamino)-3-methyl-benzofuran-2-carboxylic acid ethyl ester was prepared from 4-amino-3-methyl-benzofuran-2-carboxylic acid ethyl ester (Example 60, Step 1), and 3-chloropropanesulfonyl chloride according to the procedure of Example 68, Step 1. Yield: 70%. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.4 (m, 3 H) 2.2 (m, 2 H) 2.8 (s, 3 H) 3.3 (m, 2 H) 3.8 (t, J=6.4 Hz, 2 H) 4.4 (q, J=7.2 Hz, 2 H) 7.2 (d, J=7.3 Hz, 1 H) 7.5 (m, 1 H) 7.7 (m, 1 H) 9.7 (s, 1 H).

Sources & evidence

ORD record
ord-cf05d82ce41f45f9a17ab21368379cd9
Source dataset
uspto-grants-2008_09
Patent number
US07420001B2

Linked notes

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