Sodium hydride → HCID 69654746, compound

HRID 1795373Notes

Reaction equation

HRID 1795373 reaction equation
[H-].[Na+].[S:3]1(=[O:17])(=[O:16])[C:8]2=[CH:9][CH:10]=[CH:11][C:12]3=[CH:13][CH:14]=[CH:15][C:6](=[C:7]23)[NH:5][CH2:4]1.Br[CH2:19][C:20]([NH2:22])=[O:21]>CN(C)C=O>[O:17]=[S:3]1(=[O:16])[C:8]2=[CH:9][CH:10]=[CH:11][C:12]3=[CH:13][CH:14]=[CH:15][C:6](=[C:7]23)[NH:5][CH:4]1[CH2:19][C:20]([NH2:22])=[O:21]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 696322-BromoacetamideHCID 22217720HCID 22217720, compound

Product 1

HCID 69654746HCID 69654746, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

0.011 g of sodium hydride is suspended in 0.5 mL of dimethylformamide, and 0.06 g of 2,3-dihydronaphtho[1,8-de][1,3]thiazine-1,1-dioxide in 1 mL of dimethylformamide is added. The mixture is stirred for 1 hour at ambient temperature and then 0.042 g of 2-bromoacetamide are added batchwise. Then the mixture is stirred for 18 hours at ambient temperature. The reaction mixture is poured onto ice water and extracted with dichloromethane. The organic extracts collected are dried with sodium sulfate and, after evaporation in vacuo, purified by chromatography. Yield: 0.043 g; m.p.: 195° C.–196° C.

Workup

  1. stirringThen the mixture is stirred for 18 hours at ambient temperature
  2. additionThe reaction mixture is poured onto ice water
  3. extractionextracted with dichloromethane
  4. customThe organic extracts collected
  5. dry with materialare dried with sodium sulfate
  6. customafter evaporation in vacuo
  7. custompurified by chromatography

Sources & evidence

ORD record
ord-81761b82ec9244b482e307b6e83c1a4c
Source dataset
uspto-grants-2006_04
Patent number
US07026475B2

Reaction notes

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