Sulfuric Acid → HCID 58581836, compound

HRID 78759Notes

Reaction equation

HRID 78759 reaction equation
S([O-])([O:4][CH2:5][C:6]([N+:14]([O-:16])=[O:15])([N+:11]([O-:13])=[O:12])[CH2:7][N:8]=[N+:9]=[N-:10])(=O)=O.[Na+].S(=O)(=O)(O)O>>[N:8]([CH2:7][C:6]([N+:11]([O-:13])=[O:12])([N+:14]([O-:16])=[O:15])[CH2:5][OH:4])=[N+:9]=[N-:10]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 86660708Sodium 3-azido-2,2-dinitropropyl sulfate

Product 1

HCID 58581836HCID 58581836, compound

Procedure

Scheme 3 illustrates the conversion of 2,2-dinitro 1,3-propanediol cyclic sulfate into 3-azido 2,2-dinitropropanol. First, 2,2-dinitro 1,3-propanediol cyclic sulfate is reacted with sodium azide and dimethylformamide (“DMF”) to open the cyclic sulfate and form sodium 3-azido-2,2-dinitropropyl sulfate. After the cyclic sulfate is opened, the sodium 3-azido-2,2-dinitropropyl sulfate is reacted with 20% sulfuric acid to form 3-azido-2,2-dinitropropanol.

Sources & evidence

ORD record
ord-ceab3169e0434567a1d9d218c6b97114
Source dataset
uspto-grants-2014_09
Patent number
US08841468B2

Reaction notes

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