Hydrochloric Acid → HCID 10078027, compound

HRID 2232062Notes

Reaction equation

HRID 2232062 reaction equation
Br[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[CH:14]1[C:19](=[O:20])[N:18]([CH3:21])[C:17]2[CH:22]=[CH:23][CH:24]=[CH:25][C:16]=2[S:15]1.[C:26](=[O:29])([O-:28])[O-].[Na+].[Na+].[CH3:32][NH:33][CH2:34][CH2:35][O:36][C:37]1[CH:42]=[CH:41][C:40]2[O:43][CH2:44][O:45][C:39]=2[CH:38]=1.Cl>CN(C)C=O.C(Cl)(Cl)Cl>[C:19]([OH:20])(=[O:36])/[CH:14]=[CH:7]/[C:26]([OH:28])=[O:29].[CH3:13][O:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH2:3][CH2:2][N:33]([CH3:32])[CH2:34][CH2:35][O:36][C:37]2[CH:42]=[CH:41][C:40]3[O:43][CH2:44][O:45][C:39]=3[CH:38]=2)=[C:7]([CH:14]2[C:19](=[O:20])[N:18]([CH3:21])[C:17]3[CH:22]=[CH:23][CH:24]=[CH:25][C:16]=3[S:15]2)[CH:8]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 10878055HCID 10878055, compoundHCID 14098951HCID 14098951, compound

Product 1

HCID 10078027HCID 10078027, compoundYield 140.2%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To a stirred solution of 2-[2-(3-bromopropoxy)-5-methoxyphenyl]-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzothiazine (1.2 g) and sodium carbonate (0.4 g) in dimethylformamide (5 ml), N-methyl-2-[(3,4-methylenedioxy)phenoxy]ethylamine (0.8 g) was added and the mixture was stirred for 2 hours at 80° C. The reaction mixture was poured into a mixture of chloroform (50 ml) and 2N hydrochloric acid (50 ml). The following treatments were carried out by the similar procedure as in Example 1 to give 1.3 g (70%) of the titled compound.

Sources & evidence

ORD record
ord-db85abaebe31443ca52ceb29cf6b17f3
Source dataset
uspto-grants-1988_11
Patent number
US04786635

Reaction notes

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