Methanesulfonyl chloride → Benzamide

HRID 1071584Notes

Reaction equation

HRID 1071584 reaction equation
CS(Cl)(=O)=O.N[C:7]1[CH:8]=[C:9]([CH:21]=[CH:22][C:23]=1OC)[C:10]([NH:12]C1C=CC(F)=C(F)C=1)=[O:11]>>[C:10]([NH2:12])(=[O:11])[C:9]1[CH:21]=[CH:22][CH:23]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 10755041HCID 10755041, compound

Product 1

HCID 2331BenzamideYield 110.1%

Procedure

The title compound was synthesized as in Example 37 using methyl sulfonyl chloride (0.8 g, 6.2 mmol) and 3-amino-N-(3,4-difluoro-phenyl)-4methoxy-benzamide (1.0 g, 3.6 mmol) to give 0.48 g of benzamide, N-(3,4-difluorophenyl)-4-methoxy-3-[[(methylamino) sulfonyl]amino]-. Microanalysis: C15H15F2N3O4S. 0.04 CH2Cl2.0.91H2O; calculated: C=46.18; H=4.35; N=10.74. found: C=46.18; H=4.36; N=10.64. MS: M++1=372 Da. 1HNMR (400 MHz, DMSO-d6) δ 10.26 (s, 1H), 8.60 (s, 1H), 7.93-7.88 (m, 2H), 7.74 (d, 8.4 Hz, 1H), 7.52-7.50 (m, 1H), 7.36 (q, J=9.4, 10.4 Hz, 1H), 7.13 (d, J=8.7 Hz, 2H), 3.88 (s, 3H), 2.49 (s, 3H).

Sources & evidence

ORD record
ord-9634cd8739bd4979af73407bae5e5f68
Source dataset
uspto-grants-2005_06
Patent number
US06906094B2

Reaction notes

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