2-Cyanoethanethioamide → HCID 178510482, compound

HRID 2362819Notes

Reaction equation

HRID 2362819 reaction equation
[N:1]([CH2:4][CH2:5][O:6][C:7]1[CH:18]=[CH:17][C:10]([CH:11]=[C:12]([C:15]#[N:16])[C:13]#[N:14])=[CH:9][CH:8]=1)=[N+:2]=[N-:3].[C:19]([CH2:21][C:22]([NH2:24])=[S:23])#[N:20]>C(O)C>[NH2:16][C:15]1[C:12]([C:13]#[N:14])=[C:11]([C:10]2[CH:17]=[CH:18][C:7]([O:6][CH2:5][CH2:4][N:1]=[N+:2]=[N-:3])=[CH:8][CH:9]=2)[C:21]([C:19]#[N:20])=[C:22]([SH:23])[N:24]=1

Participants

4

Reactant 2

HCID 14162772-CyanoethanethioamideHCID 86624335[4-(2-Azidoethoxy)benzylidene]malononitrile

Product 1

HCID 178510482HCID 178510482, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2.39 g (9.98 mmol) of the compound from Example 37A and 2.50 g (24.92 mmol) of cyanothioacetamide in 100 ml of ethanol is stirred at +78° C. for 6 h. After cooling to RT and a further 12 h of standing without stirring, the reaction mixture is concentrated using a rotary evaporator. The residue is recrystallized from about 30 ml of ethanol. The resulting precipitate is filtered off with suction and washed twice with in each case 10 ml of methyl tert-butyl ether.

Workup

  1. concentrationthe reaction mixture is concentrated
  2. customa rotary evaporator
  3. customThe residue is recrystallized from about 30 ml of ethanol
  4. filtrationThe resulting precipitate is filtered off with suction
  5. washwashed twice with in each case 10 ml of methyl tert-butyl ether

Sources & evidence

ORD record
ord-b01065bebd994833b94fcaac08b370c1
Source dataset
uspto-grants-2014_04
Patent number
US08691850B2

Reaction notes

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