Methanesulfonyl chloride → 7-Chloro-9-methyl-5-methylsulfonylamino-2,3,4,5-tetrahydro-1-benzoxepine

HRID 2271085Notes

Reaction equation

HRID 2271085 reaction equation
[NH2:1][CH:2]1[C:8]2[CH:9]=[C:10]([Cl:14])[CH:11]=[C:12]([CH3:13])[C:7]=2[O:6][CH2:5][CH2:4][CH2:3]1.[CH3:15][S:16](Cl)(=[O:18])=[O:17]>>[Cl:14][C:10]1[CH:11]=[C:12]([CH3:13])[C:7]2[O:6][CH2:5][CH2:4][CH2:3][CH:2]([NH:1][S:16]([CH3:15])(=[O:18])=[O:17])[C:8]=2[CH:9]=1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 223917895-Amino-7-chloro-9-methyl-2,3,4,5-tetrahydro-1-benzoxepine

Product 1

HCID 223917967-Chloro-9-methyl-5-methylsulfonylamino-2,3,4,5-tetrahydro-1-benzoxepine

Procedure

0.6 g of 5-amino-7-chloro-9-methyl-2,3,4,5-tetrahydro-1-benzoxepine (Example 10b) were reacted with methanesulfonyl chloride analogously to Example 10c. 0.6 g of 7-chloro-9-methyl-5-methylsulfonylamino-2,3,4,5-tetrahydro-1-benzoxepine was obtained, m.p. 154-156° C. By subsequent alkylation with butyl iodide analogously to Example 11, 0.6 g of 5-(N-butyl-N-methylsulfonylamino)-7-chloro-9-methyl-2,3,4,5-tetrahydro-1-benzoxepine was obtained, m.p. 106-110° C.

Sources & evidence

ORD record
ord-18991dc1f4b04e1d84db5973225e3782
Source dataset
uspto-grants-2001_12
Patent number
US06333349B1

Reaction notes

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