Thionyl Chloride → HCID 71138904, compound

Reaction equation

[CH2:1]([N:3]([CH2:15][CH3:16])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13]O)[CH3:2].S(Cl)(Cl)=O.[N-:21]=[N+:22]=[N-:23].[Na+]>>[N:21]([CH2:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[O:6][CH2:5][CH2:4][N:3]([CH2:15][CH3:16])[CH2:1][CH3:2])=[N+:22]=[N-:23]

Participants

Reactant 3

HCID 24386Thionyl Chloride

HCID 33557Sodium Azide

HCID 23168284HCID 23168284, compound

Product 1

HCID 71138904HCID 71138904, compound

Procedure

[2-(2-diethylamino-ethoxy)-phenyl]methanol (Cossey, H. D. et al.; J. Chem. Soc. 1965; 954-973), thionyl chloride and sodium azide were processed according to the method of Example 115A to provide the product. MS (ESI+) m/z 249 (M+H)+.

Workup

customto provide the product

Sources & evidence

ORD record: ord-5dbfc3acd5dc49f8b55761c7d2900f2a
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546374B2

Reaction notes

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