4-Methylbenzenethiol → HCID 23462911, compound

HRID 2286407Notes

Reaction equation

HRID 2286407 reaction equation
C1(C)C=CC(S)=CC=1.[OH:9][C:10]1[C:21]([OH:22])=[CH:20][C:13]2[CH2:14][CH2:15][N:16]([CH3:19])[CH2:17][CH2:18][C:12]=2[C:11]=1[S:23][C:24]1[CH:29]=[CH:28][C:27](C)=[CH:26][CH:25]=1.[N+:31](C1C=CC(S)=CC=1)([O-:33])=[O:32]>CO>[OH:9][C:10]1[C:21]([OH:22])=[CH:20][C:13]2[CH2:14][CH2:15][N:16]([CH3:19])[CH2:17][CH2:18][C:12]=2[C:11]=1[S:23][C:24]1[CH:29]=[CH:28][C:27]([N+:31]([O-:33])=[O:32])=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 78114-MethylbenzenethiolHCID 158094-NitrobenzenethiolHCID 23462858HCID 23462858, compound

Product 1

HCID 23462911HCID 23462911, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Similarly, reaction of 1 g. (0.0075 mole) of p-toluenethiol and 2 g. of the dione in 200 ml. of methanol as described above gave 7,8-dihydroxy-3-methyl-6-(p-tolylthio)-2,3,4,5-tetrahydro-1H-3-benzazepine, m.p. 105°-114° C. and reaction of 1.65 g. (0.0011 mole) of p-nitrothiophenol and 2.3 g. of the dione in 200 ml. of methanol gave 7,8-dihydroxy-3-methyl-6-(p-nitrophenylthio)-2,3,4,5-tetrahydro-1H-3-benzazepine, m.p. 165°-170° C.

Workup

  1. customSimilarly, reaction of 1 g
  2. customabove gave

Sources & evidence

ORD record
ord-4650f6bc798345e4896ff08f10984993
Source dataset
uspto-grants-1981_05
Patent number
US04265890

Reaction notes

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