4-Bromophenylhydrazine hydrochloride → HCID 68813934, compound

HRID 731087Notes

Reaction equation

HRID 731087 reaction equation
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.[C:11]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=O)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>C(O)C>[Br:2][C:3]1[CH:8]=[C:7]2[C:6](=[CH:5][CH:4]=1)[NH:9][C:11]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[C:12]2[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 121574-Bromophenylhydrazine hydrochlorideHCID 74282Heptanophenone

Product 1

HCID 68813934HCID 68813934, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The desired product was prepared using a procedure similar to step 1 of example 3. Thus, 4-bromophenylhydrazine, hydrochloride (4.694 g, 21 mmol) was reacted with heptanophenone (3.806 g, 20 mmol) in ethanol (60 ml) to give the product (5.681 g, 16.598 mmol, 79%) as an oily solid. 1H NMR (DMSO-d6) δ 0.79 (t, J=6.8 Hz, 3H), 1.19-1.31 (m, 4H), 1.51-1.57 (m, 2H), 2.75 (t, J=7.8 Hz, 2H), 7.15 (dd, J=2.0, 8.5 Hz, 1H), 7.26 (d, J=8.5 Hz, 1H), 7.35 (t, J=7.3 Hz, 1H), 7.47 (t, J=7.6 Hz, 2H), 7.55-7.58 (m, 2H), 7.64 (d, J=1.8 Hz, 1H), 11.29 (s, 1H); [ESI(−)], m/z 340/342 (M−H)−.

Sources & evidence

ORD record
ord-8af87e279e344d6fb553041ec851cb95
Source dataset
uspto-grants-2009_09
Patent number
US07582773B2

Reaction notes

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