Aniline → HCID 21431328, compound

HRID 436737Notes

Reaction equation

HRID 436737 reaction equation
[C:1]([N:5]=[N:6][C:7]1([N:13]=[C:14]=[S:15])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)([CH3:4])([CH3:3])[CH3:2].[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[N-]=C=S>CCCCC>[C:1]([N:5]=[N:6][C:7]1([NH:13][C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[S:15])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6115AnilineHCID 214311441-t-Butylazo-1-isothiocyanatocyclohexaneHCID 178418790HCID 178418790, compound

Product 1

HCID 21431328HCID 21431328, compound

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent2×

Procedure

To 8.4 grams (.0363 moles) of 1-t-butylazo-1-isothiocyanatocyclohexane stirred with a magnetic stirrer in a 50 ml erlenmeyer flask was added 3.39 grams (.0363 moles) of aniline. The reaction mixture was diluted with pentane and stirred for 6 days. The pentane was stripped from the reaction mixture to leave a white solid weighing 11.5 grams (97% crude yield). The product melted at 110°-113° C. and its infrared spectrum had strong bands at 1515 and 1550 cm-1 and moderate NH bands at 3150 and 3280 cm-1 and the isothiocyanate band at 2040 cm-1 was absent.

Workup

  1. customto leave a white solid

Sources & evidence

ORD record
ord-8bb7b4117c81443cbb04e7046abe35e3
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

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