5-Chloro-3-methylbenzo(b)thiophene-2-sulfonyl chloride → HCID 56942777, compound

HRID 589682Notes

Reaction equation

HRID 589682 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10](Cl)(=[O:12])=[O:11])=[C:7]([CH3:14])[C:6]=2[CH:15]=1.[O:16]1[C:20]([C:21]2[CH:22]=[C:23]([CH:25]=[CH:26][CH:27]=2)[NH2:24])=[CH:19][N:18]=[CH:17]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10]([NH:24][C:23]3[CH:25]=[CH:26][CH:27]=[C:21]([C:20]4[O:16][CH:17]=[N:18][CH:19]=4)[CH:22]=3)(=[O:12])=[O:11])=[C:7]([CH3:14])[C:6]=2[CH:15]=1

Participants

3

Reactant 2

HCID 27357565-Chloro-3-methylbenzo(b)thiophene-2-sulfonyl chlorideHCID 27392893-(1,3-Oxazol-5-yl)aniline

Product 1

HCID 56942777HCID 56942777, compoundYield 28.2%

Procedure

The product was prepared according to General Procedure 1, described in Example 1, starting with 5-chloro-3-methyl-benzothiophene-2-sulfonyl chloride (15.5 mg, 0.055 mmol) and 3-(1,3-oxazol-5-yl)-aniline (8 mg, 0.05 mmol) yielding 5.7 mg (26%) of the title compound. 1H NMR (500 MHz, DMSO-d6) δ ppm 7.06 (d, 1 H) 7.29 (t, 1 H) 7.39 (d, 1 H) 7.45 (br. s., 1 H) 7.49 (d, 1 H) 7.54 (s, 1 H) 7.93 (s, 1 H) 8.00 (d, 1 H) 8.36 (s, 1 H) 10.87 (br. s., 1 H) (Note; CH3 in DMSO-peak).

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-dfa6320cff1249a595adeed3c3fabd12
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

Loading…