Di-tert-butyl 1-(5-formylthiophen-2-yl)hydrazine-1,2-dicarboxylate → Di-tert-butyl 1-(5-cyanothiophen-2-yl)hydrazine-1,2-dicarboxylate

HRID 2196509Notes

Reaction equation

HRID 2196509 reaction equation
[C:1]([C:3]1[S:7][CH:6]=[C:5](N(C(OC(C)(C)C)=O)NC(OC(C)(C)C)=O)[CH:4]=1)#[N:2].C(C1SC([N:31]([C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])[NH:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])=CC=1)=O>>[C:1]([C:3]1[S:7][C:6]([N:31]([C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])[NH:32][C:33]([O:35][C:36]([CH3:37])([CH3:38])[CH3:39])=[O:34])=[CH:5][CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 59843212Di-tert-butyl 1-(5-formylthiophen-2-yl)hydrazine-1,2-dicarboxylateHCID 59843278Di-tert-butyl 1-(5-cyanothiophen-3-yl)hydrazine-1,2-dicarboxylate

Product 1

HCID 59843233Di-tert-butyl 1-(5-cyanothiophen-2-yl)hydrazine-1,2-dicarboxylateYield 75%

Procedure

Following the same procedure as described for compound 12 (step 2, scheme 2, example 1c) except using 19 (935 mg, 2.73 mmol) instead of 11 to provide compound 20 (692 mg, 75%) as a yellow solid. LRMS (ESI): calc. 339.1; found 340.2 (MH)+.

Sources & evidence

ORD record
ord-e891dd38a3ce451e965553d98f67a34a
Source dataset
uspto-grants-2012_12
Patent number
US08338437B2

Reaction notes

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