HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9104Generated: October 25, 2026
Formaldehyde → N-(6-Cyano-1,3-benzothiazol-2-yl)-N'-(3-pyridylmethyl)urea
https://huagongshe.com/reaction/9104
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | N-Ethyl-N'-(6-nitro-1,3-benzothiazol-2-yl)urea | HCID 9813955 | — |
| Reactant | 1-Ethyl-5-methyl-3-(6-nitro-1,3-benzothiazol-2-yl)-1,3,5-triazinan-2-one | HCID 21985532 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | N-(6-Cyano-1,3-benzothiazol-2-yl)-N'-(3-pyridylmethyl)urea | HCID 21985518 | — |
Reaction Steps
General procedure for synthesizing 1-ethyl-5-methyl-3-(6-nitro-1,3-benzothiazol-2-yl)-1,3,5-triazinan-2-one: N-Ethyl-N′-(6-nitro-1,3-benzothiazol-2-yl)urea is suspended in an alkanol/water mixture, preferably 1:1 EtOH/H2O at room temperature. A 37% aqueous solution of formaldehyde is added followed by addition of a 2M solution of MeNH2 in MeOH, then about 2 mole equivalents of N-methylmorpholine. The solution is warmed to about 70–85° C., preferably 80° C., then allowed to stir for about 4–24 hours, preferably 4 hours. The slurry is then cooled to room temperature, filtered and washed well with water, dried and the title product is isolated. General Procedure for Grignard Addition:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07091227B2 |
|---|
| Source dataset | uspto-grants-2006_08 |
|---|
| ORD ID | ord-e8b7ee04ec75448d86e69b5a0568d5fc |
|---|
| Source note | uspto-grants-2006_08 |
|---|