Urea → HCID 21474048, compound

HRID 2294182Notes

Reaction equation

HRID 2294182 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([Cl:14])=[CH:7][C:3]=1[C:4]([OH:6])=O.[NH2:15][C:16](N)=[O:17]>O>[O:17]=[C:16]1[NH:15][C:4](=[O:6])[C:3]2[C:2](=[CH:10][C:9]([N+:11]([O-:13])=[O:12])=[C:8]([Cl:14])[CH:7]=2)[NH:1]1

Participants

4

Reactant 2

HCID 1176UreaHCID 214739642-Amino-5-chloro-4-nitrobenzoic acid

Product 1

HCID 21474048HCID 21474048, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 6.0 g (27.7 mmol) of 2-amino-5-chloro-4-nitrobenzoic acid and 10.0 g (0.166 mol) of urea was heated at 180° C. for 2.5 hrs. The resulting brown mass was boiled with 200 ml of water. Subsequently, it was filtered off, washed with water and with acetone and dried in a vacuum. 4.35 g (65%) of 2,4-dioxo-6-chloro-7-nitro-1,2,3,4-tetrahydroquinazoline were obtained as a dark brown powder;

Workup

  1. filtrationSubsequently, it was filtered off
  2. washwashed with water and with acetone
  3. customdried in a vacuum

Sources & evidence

ORD record
ord-2dd23cd8f933427e949f001eef213162
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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