Sodium Hydroxide → 1-(6-Chloro-3-pyridylmethyl)-3-methyl2-nitroguanidine

HRID 1059084Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2CO[CH2:12][N:11](C)[C:10]2=[N:16][N+:17]([O-:19])=[O:18])=[CH:4][N:3]=1.[OH-].[Na+]>Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:10]([NH:11][CH3:12])=[N:16][N+:17]([O-:19])=[O:18])=[CH:4][N:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 4.0 g of 5-(2-chloropyrid-5-ylmethyl)-3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine and 20 ml of concentrated hydrochloric acid is stirred for 2 hours at 80° C. The reaction mixture is cooled to 5° C., adjusted to a pH of about 5 with concentrated caustic soda solution and filtered. The filtering residue is mixed with diethyl ether/ethyl acetate 1:1 and filtered again. The title compound is thus obtained.

Workup

temperatureThe reaction mixture is cooled to 5° C.
filtrationfiltered
additionThe filtering residue is mixed with diethyl ether/ethyl acetate 1:1
filtrationfiltered again

Sources & evidence

ORD record: ord-15ed489fd2494aca80877788437278da
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06518433B1

Reaction notes

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