Ethyl N-cyanoethanimideate

General procedure: These compounds were prepared by methods taken from the literature. We recall here the general procedure that we used. A mixture of orthoester (0.12 mol), cyanamide (0.1 mol), and few drops of acetic acid was refluxed for 6 h and distilled under vacuum (14 mmHg).Step E: Preparation of ethyl M-cvanoacctiinidate: A mixture of cyanamidc (1.00 g, 23.8 mmol) and 1, 1.1-triethoxycthane (4.34 mL, 23.8 mmol) in acetic anhydride (4.49 niL, 47.6 mmol) was heated to 100Step E: Preparation of ethyl M-cvanoacctiinidate: A mixture of cyanamidc (1.00 g, 23.8 mmol) and 1, 1.1-triethoxycthane (4.34 mL, 23.8 mmol) in acetic anhydride (4.49 niL, 47.6 mmol) was heated to 100the last step into the reactor material, heated to 75 , Add 520kgCyanoethyl ester, Dropping 5 hours, dropping temperature at this temperature for 4 hours, and then cooled to room temperature, filtered to give acetamiprid, and then dried to obtain the finished product 995kg, content of 99%Yield 96%.A mixture of 1.2 g (0.004 mol) of 2-chloro-4, 5, 6, 7-tetrahydrothiazole [5, 4-c] pyridine trifluoroacetate, 0.67 g (0.006 mol)N-cyanoethyl esterWas added to a reaction flask equipped with 30 ml of methanol, 0.73 g (0.0048 mol) of DBU was added, Heating to reflux reaction, After 2 hours the TLC monitoring reaction was complete, Cooling white solid precipitation, the filter that white solid 0.49g, Following the procedure described in Example 12, Was reacted with 0.84 g (0.0075 mmol) of N-cyanoethyl ester from 1.03 g (0.005 mol) of 2-chloro-5, 6, 7, 8-tetrahydro-1, 6-naphthyridine hydrochloride, To give 0.8 g of a white solid, A mixture of 1.2 g (0.004 mol) of 2-chloro-4, 5, 6, 7-tetrahydrothiazole [5, 4-c] pyridine trifluoroacetate, 0.67 g (0.006 mol)N-cyanoethyl esterWas added to a reaction flask equipped with 30 ml of methanol, 0.73 g (0.0048 mol) of DBU was added, Heating to reflux reaction, After 2 hours the TLC monitoring reaction was complete, Cooling white solid precipitation, General procedure: To a solution of imidates 1 and 2 (5 mmol) in absolute ethanol(20 mL) was added phosphorus hydrazides 3a and/ or 3b (5 mmol) dropwise at room temperature and stirred for 4 h. The stirring of the solution was refluxed for 8-10 h. After cooling about 20 min, the solvent was evaporated. The obtained residue is a viscous yellow liquid; which was chromatographed on a silicagel column using a mixture of (ether/ethanol) 9/2 as eluent.The solid obtained was filtered and recrystallized from ethanolGeneral procedure: To a solution of imidates 1 and 2 (5 mmol) in absolute ethanol(20 mL) was added phosphorus hydrazides 3a and/ or 3b (5 mmol) dropwise at room temperature and stirred for 4 h. The stirring of the solution was refluxed for 8-10 h. After cooling about 20 min, the solvent was evaporated. The obtained residue is a viscous yellow liquid; which was chromatographed on a silicagel column using a mixture of (ether/ethanol) 9/2 as eluent.The solid obtained was filtered and recrystallized from ethanol

Molecular Weight:112.13
XLogP3:0.8
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:112.063662883
Monoisotopic Mass:112.063662883
Topological Polar Surface Area:45.4
Heavy Atom Count:8
Complexity:131
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes