Urea → Urea

HRID 1828380Notes

Reaction equation

HRID 1828380 reaction equation
[C:1]1([C:15]([OH:16])=[C:11]([N+:12]([O-:14])=[O:13])[CH:10]=[C:6]([N+:7]([O-:9])=[O:8])[CH:5]=1)[N+:2]([O-:4])=[O:3].[NH2:17]C(N)=O.C1C([N+]([O-])=O)=C(N)C([N+]([O-])=O)=CC=1[N+]([O-])=O.[NH:37]1C(=O)NC(=O)[NH:40][C:38]1=[O:39]>S1(CCCC1)(=O)=O>[C:11]1([C:15]([O-:16])=[C:1]([N+:2]([O-:4])=[O:3])[CH:5]=[C:6]([N+:7]([O-:9])=[O:8])[CH:10]=1)[N+:12]([O-:14])=[O:13].[NH4+:17].[NH2:37][C:38]([NH2:40])=[O:39]

Participants

7

Reactant 4

HCID 1176UreaHCID 6954Picric AcidHCID 7956Cyanuric acid2×HCID 102712,4,6-Trinitroaniline2×

Product 2

HCID 1176UreaHCID 8577Ammonium picrate

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent2×

Procedure

A slurry of picric acid (2.29 g, 0.01 mol ) and urea (1.80 g, 0.03 mol) in sulfolane (2 mL) is heated (167° C.) in a closed pressure vessel for 23 h. 13C-NMR analysis indicates quantitative conversion to picramide and cyanuric acid. Under the same conditions, ammonium picrate (2.46 g, 0.01 mol) and urea (1.80 g, 0.03 mol) in sulfolane (2 mL) gave a complete conversion to picramide and cyanuric acid.

Sources & evidence

ORD record
ord-1d9cd0d1c9b040d6b66492e3f19a463f
Source dataset
uspto-grants-2006_06
Patent number
US07057072B2

Reaction notes

Loading…