Formic Acid → HCID 18432829, compound

HRID 2288661Notes

Reaction equation

HRID 2288661 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:6](=[O:16])[NH:5][C:4](=[O:17])[C:3]=1[N:18]=O.[CH:20](O)=[O:21]>[Zn]>[NH2:1][C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:6](=[O:16])[NH:5][C:4](=[O:17])[C:3]=1[NH:18][CH:20]=[O:21]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 184328276-Amino-1-[(4-chlorophenyl)methyl]-5-nitroso-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 18432829HCID 18432829, compound

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Conditions

Temperature
55 °C

Procedure

150.0 g of 6-amino-1-(4-chlorobenzyl)-5-nitroso-uracil were dissolved in 1.2 liters of formic acid at 70° C. and treated over 1.5 hours in portions with 76.84 g of zinc powder keeping the temperature between 75-80° C. After cooling to 55° C. the solid was filtered of, the residue resuspended in 800 ml of formic acid and the solid again filtered off. The filtrates were evaporated to a solid which was suspended in 350 ml of water. The solid was collected, washed and dried to give the title compound (149.1 g) as a white solid, mp 274-8° C.

Workup

  1. custombetween 75-80° C
  2. filtrationwas filtered of, the residue
  3. filtrationthe solid again filtered off
  4. customThe filtrates were evaporated to a solid which
  5. customThe solid was collected
  6. washwashed
  7. customdried

Sources & evidence

ORD record
ord-83ea1d2d5a5f4af18cd643ed9ecfacd5
Source dataset
uspto-grants-2000_07
Patent number
US06090816

Reaction notes

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