Sodium Carbonate → HCID 2805874, compound

HRID 235063Notes

Reaction equation

HRID 235063 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:10]#[N:11].[C:12]([O:16][CH3:17])(=[O:15])[CH2:13][SH:14].C(=O)([O-])[O-].[Na+].[Na+]>CO>[NH2:11][C:10]1[C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([C:8]#[N:9])[C:2]=2[S:14][C:13]=1[C:12]([O:16][CH3:17])=[O:15]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 16907Methyl ThioglycolateHCID 2066741,3-Benzenedicarbonitrile, 2-chloro-

Product 1

HCID 2805874HCID 2805874, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-chloro-1,3-dicyanobenzene (972 mg, 6.0 mmol) was treated with 1 eq of methyl thioglycolate and 1 eq sodium carbonate in methanol as described in Example 41A to give the title compound in 65% yield. 1H NMR (300 MHz, D6-DMSO d 3.83 (s, 3H), 7.38 (bs, 2H), 7.62 (t, J=8 Hz, 1H), 8.10 (d, J=8 Hz, 1H), 8.50 (d, J=8 Hz, 1H). MS (DCI/NH3) m/e 250 (M+NH4)+.

Sources & evidence

ORD record
ord-6cafb57aa6474fc5ac3a00dc979970e5
Source dataset
uspto-grants-1997_01
Patent number
US05597823

Reaction notes

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