4-Cyanobenzaldehyde → HCID 10268214, compound

HRID 427758Notes

Reaction equation

HRID 427758 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1)#[N:2].[CH3:11][C:12]([CH3:26])([CH2:23][CH2:24]C)[CH2:13][NH:14][C:15]1[N:16]([CH3:22])[N:17]=[C:18]([CH3:21])[C:19]=1[NH2:20].[K+].[Br-]>>[CH3:26][C:12]([CH3:11])([CH2:23][CH3:24])[CH2:13][NH:14][C:15]1[N:16]([CH3:22])[N:17]=[C:18]([CH3:21])[C:19]=1[NH:20][CH2:7][C:6]1[CH:9]=[CH:10][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1

Participants

4

Reactant 3

HCID 660424-CyanobenzaldehydeHCID 253877Potassium BromideHCID 18419636HCID 18419636, compound

Product 1

HCID 10268214HCID 10268214, compoundYield 19%

Procedure

The title compound was prepared according to the procedure of Example 1, Step 5 except that 4-cyanobenzaldehyde was used in place of 4-pyridinecarboxaldehyde and N(3)-(2,2-dimethyl-pentyl)-2,5-dimethyl-2H-pyrazole-3,4-diamine was used in place of N(3)-(2,2-dimethyl-propyl)-2,5-dimethyl-2H-pyrazole-3,4-diamine. Yellow oil, yield: 19%, 1H NMR (300 MHz, CDCl3): δ0.83 (t, 3H), 0.89 (s, 6H), 1.28 (q, 2H), 2.10 (s, 3H), 2.61 (s, 2H), 3.59 (s, 3H), 4.04 (s, 2H), 7.42 (d, 2H), 7.61 (d, 2H), IR (KBr, cm−1): 3340m, 2961s, 2877m, 2226s, 1588m, 1565m, 1537m, 1462m, 1378m, 1365m, 1296w, 821w, MS (ES) m/z (relative intensity): 326 (M+H+, 100).

Sources & evidence

ORD record
ord-3840e88f35be4a86b293cb7e5b649b7b
Source dataset
uspto-grants-2001_11
Patent number
US06313149B1

Reaction notes

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