Sodium Iodide → HCID 14244684, compound

HRID 1287227Notes

Reaction equation

HRID 1287227 reaction equation
[S:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[NH:4][C:3](=[O:11])[CH2:2]1.[H-].[Na+].[CH3:14][N:15]([CH3:20])[CH2:16][CH2:17][CH2:18]Cl.[I-].[Na+]>C1(C)C=CC=CC=1.CN(C=O)C>[CH3:14][N:15]([CH3:20])[CH2:16][CH2:17][CH2:18][N:4]1[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[S:1][CH2:2][C:3]1=[O:11]

Participants

7

Reactant 4

HCID 5238Sodium IodideHCID 213964H-1,4-Benzothiazin-3-oneHCID 24758Sodium hydrideHCID 669603-Chloro-N,N-dimethyl-1-propanamine

Product 1

HCID 14244684HCID 14244684, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent

Procedure

The title product is prepared by reacting sixty grams (0.36 mole) of 1,4-benzothiazin-3(4H)-one in 360 of DMF with 18 g (0.37 mole) of 50% NaH, 260 ml (0.55 mole) of a 2.1 N toluene solution of 3-dimethylaminopropyl chloride, and 4 g of sodium iodide according to the procedure described in Example 1, part A; yield, 57.7 g; bp 157°-160°/0.2 mm.

Workup

  1. customyield

Sources & evidence

ORD record
ord-e8e7c537b993443a8067048e59252cfe
Source dataset
uspto-grants-1976_10
Patent number
US03984405

Reaction notes

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