4-[(4-Bromobutyl)sulfanyl]-1,2-dichlorobenzene → 6-[4-(3,4-dichlorophenylmercapto)-butoxy]-4H-3,1-benzoxazin-2-one

HRID 463148Notes

Reaction equation

HRID 463148 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:10][C:9](=[O:11])[O:8][CH2:7][C:6]=2[CH:12]=1.[Cl:13][C:14]1[CH:15]=[C:16]([S:21][CH2:22][CH2:23][CH2:24][CH2:25]Br)[CH:17]=[CH:18][C:19]=1[Cl:20]>>[Cl:13][C:14]1[CH:15]=[C:16]([S:21][CH2:22][CH2:23][CH2:24][CH2:25][O:1][C:2]2[CH:3]=[CH:4][C:5]3[NH:10][C:9](=[O:11])[O:8][CH2:7][C:6]=3[CH:12]=2)[CH:17]=[CH:18][C:19]=1[Cl:20]

Participants

3

Reactant 2

HCID 132540214-[(4-Bromobutyl)sulfanyl]-1,2-dichlorobenzeneHCID 132604846-hydroxy-2,4-dihydro-1H-3,1-benzoxazin-2-one

Product 1

HCID 202817946-[4-(3,4-dichlorophenylmercapto)-butoxy]-4H-3,1-benzoxazin-2-one

Procedure

Prepared analogously to Example 5 from 6-hydroxy-4H-3,1-benzoxazin-2-one and 4-(3,4-dichloro-phenylmercapto)-butylbromide (prepared from 3,4-dichlorothiophenol and 1,4-dibromo-butane, B.p. 0.1 mb : 153°-160° C.).

Sources & evidence

ORD record
ord-c72154bce103437abc2fb3dec2c8a86b
Source dataset
uspto-grants-1985_05
Patent number
US04518597

Reaction notes

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