Hydrochloric Acid → HCID 10923601, compound

HRID 1655650Notes

Reaction equation

HRID 1655650 reaction equation
Cl.C([O:5][CH2:6][N:7]([N+:23]([O-:25])=[O:24])[CH2:8][N:9]([N+:20]([O-:22])=[O:21])[CH2:10][N:11]([N+:17]([O-:19])=[O:18])[CH2:12][O:13]C(=O)C)(=O)C>>[OH:13][CH2:12][N:11]([N+:17]([O-:19])=[O:18])[CH2:10][N:9]([N+:20]([O-:22])=[O:21])[CH2:8][N:7]([N+:23]([O-:25])=[O:24])[CH2:6][OH:5]

Participants

3

Reactant 2

HCID 313Hydrochloric Acid2×HCID 84237Methanol, ((nitroimino)bis(methylene(nitroimino)))bis-, diacetate (ester) (9CI)

Product 1

HCID 10923601HCID 10923601, compoundYield 75%

Procedure

The weight percentage ranges for hydrogen chloride in the concentrated aqueous hydrochloric acid are critical. Concentrated hydrochloric acid (37 weight percent hydrogen chloride) failed to hydrolyze 1,7-diacetoxy-2,4,6-trinitro-2,4,6-triazaheptane to 1,7-dihydroxy-2,4,6-trinitro-2,4,6-triazaheptane. Aqueous hydrochloric acid solutions containing 20 and 25 weight percent of hydrogen chloride produced 1,7-dihydroxy-2,4,6-trinitro-2,4,6-triazaheptane in low yield with undesirable impurities. However, concentrated aqueous hydrochloric acid containing 30 weight percent hydrogen chloride was used to hydrolyze 1,7-diacetoxy-2,4,6-trinitro-2,4,6-triazaheptane to produce 1,7-dihydroxy-2,4,6-trinitro-2,4,6-triazaheptane in 75 percent yield. The product was sufficiently pure to be used as a monomer for energetic polymers without a purification step.

Workup

  1. customin low yield with undesirable impurities

Sources & evidence

ORD record
ord-6e612ae753444c9a902ebec44ac1fdcc
Source dataset
uspto-grants-1993_10
Patent number
US05250730

Reaction notes

Loading…