2-Methoxy-4-nitrobenzenesulfonyl chloride → HCID 47062662, compound

HRID 1186643Notes

Reaction equation

HRID 1186643 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]=2[CH3:20])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:21][O:22]C1C=C([N+]([O-])=O)C=CC=1S(Cl)(=O)=O>>[CH3:21][O:22][C:8]1[CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[CH:6][C:7]=1[S:10]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:20])(=[O:12])=[O:11]

Participants

3

Reactant 2

HCID 3094582-Methoxy-4-nitrobenzenesulfonyl chlorideHCID 779038HCID 779038, compound

Product 1

HCID 47062662HCID 47062662, compoundYield 79%

Procedure

(RK2-063-03)I This compound was prepared according to the procedure for compound 11a except using 2-methoxy-4 nitrobenzenesulfonyl chloride. Recrystallization from DCM/Hexanes obtained the required product as brown crystals (202 mg, 79%). Mp=127-129° C.; 1H NMR (400 MHz, CDCl3) δ 8.03 (d, J=8.8 Hz, 1H), 7.85-7.88 (m, 2H), 7.14-7.11 (m, 2H), 7.06-7.04 (m, 2H), 6.76 (br s, 1H), 4.13 (s, 3H), 2.26 (s, 3H).

Workup

  1. custom(RK2-063-03)I This compound was prepared
  2. customRecrystallization from DCM/Hexanes

Sources & evidence

ORD record
ord-8398755a411b44b8b279cd7fa4cb66a0
Source dataset
uspto-grants-2014_03
Patent number
US08673910B2

Reaction notes

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