Phenylhydrazine → Benzene, 1,1'-tellurobis[4-methoxy-

HRID 1164700Notes

Reaction equation

HRID 1164700 reaction equation
[C:1]1(NN)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([Te:17]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=O)=[CH:13][CH:12]=1>C1C=CC=CC=1>[CH3:26][O:25][C:22]1[CH:21]=[CH:20][C:19]([Te:17][C:14]2[CH:15]=[CH:16][C:11]([O:10][CH3:9])=[CH:12][CH:13]=2)=[CH:24][CH:23]=1.[C:1]1([C:15]2[CH:16]=[C:11]([O:10][CH3:9])[CH:12]=[CH:13][C:14]=2[Te:17][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 7516PhenylhydrazineHCID 3044917Bis(p-methoxyphenyl) telluroxide

Product 2

HCID 4605422Benzene, 1,1'-tellurobis[4-methoxy-Yield 68%HCID 86738771Phenyl-p-methoxyphenyl-tellurideYield 29%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Phenylhydrazine (121 mg, 1.12 mmol) was reacted with bis-(p-methoxyphenyl)-telluroxide for 0.2 h. to yield benzene (53%), p.l.c. (benzene-petroleum ether 2.8) afforded bis-(p-methoxyphenyl)-telluride (262 mg, 68%) and phenyl-p-methoxyphenyl-telluride (101 mg, 29%) m.p. 59°-62°. The latter on recrystallisation from methanol gave white needles, m.p. 61°-62° (lit., 60.5-61.5), δ(CDCl3) 7.63 (d, J 8 Hz), 7.72-7.00 (m), 6.70 (d, j 8 Hz) combined integral 9H and 3.73 (3H, S), m/e 314(+), 184(100%) 169, 141 and 77 (Found: C, 50.03; H, 3.86 Calc. for C13H12O Te: C, 50.07; H, 3.88%).

Sources & evidence

ORD record
ord-1d07ecd7546b4b36beb112b0115dcf6d
Source dataset
uspto-grants-1983_01
Patent number
US04370497

Reaction notes

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