Hydrochloric Acid → HCID 11390207, compound

Temperature

85 °C

Concentrated HCl (14 mL) was added to stirred ice cooled DMF (350 mL) followed by 7.14 g of 6-Hydrazino-5-nitroso-pyrimidine-2,4-diamine. After 5 min., chloroacetaldehyde diethylacetal (15.4 mL) was added over a ca. 2 min. period. The cooling bath was removed and the mixture allowed to come to room temperature. After 1 h, the mixture was warmed to 85° C. for 1.5 h and then allowed to cool to room temp over a 2.5 h period. The mixture was filtered to remove a small amount of brown insoluble material, the filtrate made alkaline with concentrated NH4OH solution and then diluted with an equal volume of water. The mixture was set aside for 1 h and then filtered to collect the orange/brown solid which was further dried in vacuo over P2O5 to give 3.50 g of 3-Chloromethyl-pyrimido[5,4-e][1,2,4]triazine-5,7-diamine 3.

1. customThe cooling bath was removed
2. customto come to room temperature
3. waitAfter 1 h
4. temperatureto cool to room temp over a 2.5 h period
5. filtrationThe mixture was filtered
6. customto remove a small amount of brown insoluble material
7. additiondiluted with an equal volume of water
8. waitThe mixture was set aside for 1 h
9. filtrationfiltered
10. customto collect the orange/brown solid which
11. dry with materialwas further dried in vacuo over P2O5

ORD record

ord-0f3d2f01ef65473a84b7348b3555ce70

Source dataset

uspto-grants-2003_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06642381B2