HuagongsheHuagongshe Chemistry Print Report · For research reference only
Urea → Monomethylmonuron
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Urea | HCID 1176 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 4-Chlorophenyl Isocyanate | HCID 7693 | — |
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | 6-amino-1-(4-chlorophenyl)-3-methylpyrimidine-2,4(1h,3h)-dione | HCID 251399 | — |
| Reactant | HCID 11737217 | HCID 11737217 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Product | Monomethylmonuron | HCID 79309 | — |
Reaction Steps
N-Methyl-N'-(4-chlorophenyl)urea was prepared preliminarily from 4-chlorophenyl isocyanate and methylamine by the same procedure as in Reference Example 1. The urea compound as the starting material was reacted with cyanoacetic acid to form a uracil ring. Using sodium nitrite a nitroso group was introduced into the 5-position of the uracil ring in the obtained 6-amino-1-(4-chlorophenyl)-3-methyluracil and then reduced with hydrogen gas to prepare 1-(4-chlorophenyl)-5,6-diamino-3-methyluracil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05661153 |
| Source dataset | uspto-grants-1997_08 |
| ORD ID | ord-cb4d7118b0b64e86bc6874208b9d63f6 |
| Source note | uspto-grants-1997_08 |