Ammonia → HCID 22282481, compound

HRID 1062662Notes

Reaction equation

HRID 1062662 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](Cl)=[O:7])#[N:2].C[O:13][C:14](=[O:18])C[N+]#[C-].C([N:21]([CH2:24][CH3:25])[CH2:22]C)C.N>C1COCC1>[C:1]([C:3]1[CH:4]=[C:5]([C:6]2[O:7][CH:22]=[N:21][C:24]=2[CH2:25][C:14]([OH:18])=[O:13])[CH:9]=[CH:10][CH:11]=1)#[N:2]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 3084833-Cyanobenzoyl chlorideHCID 547815Methyl isocyanoacetate

Product 1

HCID 22282481HCID 22282481, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared in 50% yield by the condensation of 3-cyanobenzoyl chloride, methyl-isocyanoacetate and triethylamine in anhydrous THF following the general method of Suzuki et. al. Syn. Comm. 1972, 2, 237. 1H NMR (CDCl3) δ: 8.42-8.40 (d, 1H), 7.99 (s, 1H), 9.77-7.75 (d, 1H), 7.63 (t, 1H), 3.99 (s, 3H) ppm; Ammonia mass spectrum analysis m/z (rel intensity) 246(M+NH4+, 100), 229(M+H).

Sources & evidence

ORD record
ord-d64999b317d745bb8f009da4f4fdb4ea
Source dataset
uspto-grants-2005_11
Patent number
US06962935B2

Reaction notes

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