Bromine → HCID 19743989, compound

HRID 2254045Notes

Reaction equation

HRID 2254045 reaction equation
[Br:1][CH2:2][CH2:3][C:4]1[CH:14]=[CH:13][C:7]2[NH:8][C:9](=[O:12])[CH2:10][S:11][C:6]=2[CH:5]=1.C(C1C=CC2NC(=O)CSC=2C=1)(=[O:17])C.BrBr>C(Cl)Cl>[Br:1][CH2:2][C:3]([C:4]1[CH:14]=[CH:13][C:7]2[NH:8][C:9](=[O:12])[CH2:10][S:11][C:6]=2[CH:5]=1)=[O:17]

Participants

5

Reactant 3

HCID 24408BromineHCID 19743981HCID 19743981, compoundHCID 197440037-Acetyl-2H-1,4-benzothiazin-3(4H)-one

Product 1

HCID 19743989HCID 19743989, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using the procedure described in Example 5 but replacing 6-(2-bromoethyl)benzothiazolinone by 7-(2-bromoethyl) 2,3-dihydro 3-oxo 1,4-benzothiazine (obtained using 7-acetyl 2,3-dihydro 3-oxo 1,4-benzothiazine (described in Ann. Chem. Rome, 1955, 45, 172) treated with bromine in methylene chloride to give 7-bromoacetyl 2,3-dihydro 3-oxo 1,4-benzothiazine, then by triethysilane in acidic medium to give 7-(2-bromoethyl)2,3-dihydro 3-oxo 1,4-benzothiazine, the product of the title is obtained.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-6c736c131f45466186e028aa455a9e99
Source dataset
uspto-grants-1993_08
Patent number
US05234924

Reaction notes

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