Bromide ion → HCID 12340648, compound

HRID 259040Notes

Reaction equation

S(Cl)([Cl:4])(=O)=O.[Br-].[CH3:7][O:8][C:9](=[O:28])[CH2:10][C:11]1([CH3:27])[C:16]2=[CH:17][CH:18]=[CH:19][N:15]2[C:14]2[CH:20]=[C:21]([N+:24]([O-:26])=[O:25])[CH:22]=[CH:23][C:13]=2[O:12]1>>[CH3:7][O:8][C:9](=[O:28])[CH2:10][C:11]1([CH3:27])[C:16]2=[CH:17][CH:18]=[C:19]([Cl:4])[N:15]2[C:14]2[CH:20]=[C:21]([N+:24]([O-:26])=[O:25])[CH:22]=[CH:23][C:13]=2[O:12]1

Participants

Reactant 3

HCID 259Bromide ion

HCID 24648Sulfuryl chloride

HCID 12340627HCID 12340627, compound

Product 1

HCID 12340648HCID 12340648, compound

Procedure

By following the procedure of Example 75 but using as a starting material the appropriate starting material of formula 3, for example those described in Examples 2 to 41 or the appropriate starting material of formula 1, for example, those described in Examples 42 to 69, together with the appropriate nucleophilic reagent, for instance, sulfuryl chloride or bromide, respective compounds of formulae 3 and 1 in which R2 is halogen are obtained. More specifically exemplified, the use of 4-methyl-8-nitro-4H-pyrrolo-[2,1-c][1,4]benzoxazine-4-acetic acid methyl ester, described in Example 2 gives 1-chloro-4-methyl-8-nitro-4H-pyrrolo[2,1-c][1,4]-benzoxazine-4-acetic acid methyl ester, m.p. 124° - 125° C.

Workup

customare obtained

Sources & evidence

ORD record: ord-2916d37bed4a4c90a0233e81b9f2fb37
Source dataset: uspto-grants-1977_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04035495

Reaction notes

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