m-Toluidine → HCID 966866, compound

HRID 1186638Notes

Reaction equation

HRID 1186638 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2C)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].N[C:22]1C=CC=C(C)C=1>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([NH:13][C:14]2[CH:19]=[C:18]([CH3:22])[CH:17]=[CH:16][CH:15]=2)(=[O:11])=[O:12])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 7934m-ToluidineHCID 779038HCID 779038, compound

Product 1

HCID 966866HCID 966866, compoundYield 100%

Procedure

(RK1-1-27B) I This compound was prepared according to the procedure described for compound 11a except using m-toluidine to obtain required product as a light tan solid, (264 mg, 100%). Mp=121-124° C. (lit 138-139° C. Tetrahedron 62(25), 6100-6106; 2006); 1H NMR (400 MHz, CDCl3) δ 8.28 (d, J=8.8 Hz, 2H), 7.91 (d, J=8.8 Hz, 2H), 7.15 (t, J=7.8 Hz, 1H), 7.00 (d, J=7.6 Hz, 1H), 6.90 (br s, 1H), 6.85 (d, J=8.0 Hz, 1H), 6.56 (br s, 1H).

Workup

  1. custom(RK1-1-27B) I This compound was prepared

Sources & evidence

ORD record
ord-fb364b1b949241c796a98072be05dcd7
Source dataset
uspto-grants-2014_03
Patent number
US08673910B2

Reaction notes

Loading…