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Chemical Structure| 31088-81-0 Chemical Structure| 31088-81-0

Structure of 31088-81-0

Chemical Structure| 31088-81-0

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Product Details of [ 31088-81-0 ]

CAS No. :31088-81-0
Formula : C12H15NS
M.W : 205.32
SMILES Code : S=C=NCC1=CC=C(C(C)(C)C)C=C1

Safety of [ 31088-81-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H315-H317-H319-H330-H334-H335-H351-H412
Precautionary Statements:P201-P202-P260-P264-P271-P272-P273-P280-P284-P302+P352-P304+P340+P310-P305+P351+P338-P308+P313-P333+P313-P337+P313-P403+P233-P405-P501
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of [ 31088-81-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 31088-81-0 ]

[ 31088-81-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 31088-81-0 ]
  • [ 57233-86-0 ]
  • [ 694529-13-0 ]
YieldReaction ConditionsOperation in experiment
98% With triethylamine; In dichloromethane; at 20℃; To a stirred solution of (R or S)-alpha-METHYL-4-NITROBENZYL amine hydrochloride (203 mg, 1 mmol) in anhydrous CH2C12 (10 mL) was added triethylamine (0.28 mL, 2 mmol) at room temperature. When the reaction mixture became clear, isothiocyanate (1 mmol) was added and stirred OVERNIGNT at room temperature. The mixture was evaporated by rotary evaporator and the residue was purified by flash column chromatography on silica gel with EtOAc: hexanes as eluant to N-(4-T-BUTYLBENZYL)-N -F (1R)-1- [4- (methylsulfonylamino) phenyl] ethyl} thiourea (16-5, SU-388). 98% yield, a sticky colorless oil IH NMR (CDC13) 6 8.12 (d, 2 H, J= 8.76 Hz), 7.34 (bd, 4 H), 7.14 (d, 2 H, J= 8.0 Hz), 6.21 (bs, 2 H), 5.37 (bs, 1 H), 4.54 (M, 2 H), 1.47 (d, 3 H, J= 7. 05 HZ), 1.30 (s, 9 H)
  • 2
  • [ 31088-81-0 ]
  • [ 57233-86-0 ]
  • [ 824937-61-3 ]
YieldReaction ConditionsOperation in experiment
81% With triethylamine; In dichloromethane; at 20℃; To a stirred solution of (R or S)-OE-METHYL-4-NITROBENZYL amine hydrochloride (1.1 mmol) in CH2CL2 (8 mL) was added Et3N (1.1 mmol) at room temperature. The mixture was stirred for 10 minutes. When the reaction mixture became clear, isothiocyanate (1 mmol) in CH2CL2 (2 mL) was added. The mixture was stirred overnight at room temperature and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with EtOAc: hexanes (1: 2 to 1: 1). 81% yield, yellow oil IH NMR (CDC13) 8 8.15 (d, 2 H, J= 8.5 Hz), 7.45 (d, 2 H, J= 8.5 Hz), 7. 15-7. 35 (M, 5 H), 6.60 (bs, 1 H), 6.08 (bs, 1 H), 5.22 (bs, 1 H), 4.47 (bs, 1 H), 4.13 (dd, 1 H, J= 3, 11. 8 Hz), 3.86 (dd, 2 H, J= 5.6, 11. 8 Hz), 2.96 (dd, 1 H, J= 5.85, 13.5 Hz), 2.80 (dd, 1 H, J= 7. 3,13. 5 HZ), 1.49 (d, 3 H, J= 7. 1 Hz), 1.16 (s, 9 H)
  • 3
  • [ 31088-81-0 ]
  • [ 78473-00-4 ]
  • [ 124-63-0 ]
  • 1-(4-t-butylbenzyl)-3-(3,5-dichloro-4-methanesulfonylaminobenzyl)thiourea [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine;palladium/carbon catalyst; In hydrogenchloride; methanol; dichloromethane; acetonitrile; EXAMPLE 35 Synthesis of 1-(4-t-butylbenzyl)-3-(3,5-dichloro-4-methanesulfonylaminobenzyl)thiourea (5-7) 4-Amino-3,5-dichlorobenzonitrile (1 g) was dissolved in acetonitrile (50 ml) and to the solution were added triethylamine (890 mul) and methanesulfonyl chloride (670 mg), followed by refluxing for 8 hours. The mixture was extracted with water and dichloromethane, dried, concentrated, and then purified by column-chromatography (hexane/ethyl acetate=4/1) to obtain a compound (80 mg) as a liquid. The obtained compound was dissolved in methanol (10 ml), and then the solution was stirred for 15 hours in the presence of a small amount of concentrated hydrochloric acid and 5% palladium/carbon catalyst to hydrogenate the compound. The reaction solution was filtered through celite and concentrated. The concentrate was dissolved in dichloromethane (5 ml) and to the solution were added 4-t-butylbenzylisothiocyanate (54 mg) and triethylamiine (500 mul), followed by stirring at room temperature for 15 hours. The resulting mixture was extracted with water and dichloromethane, and then purified by column-chromatography (hexane/ethyl acetate=2/1) to yield the compound 5-7 (38 mg) as a liquid. 1H NMR(300 MHz, CDCl3): delta 7.42-7.23(r, 6H), 6.23(brs, 1H), 5.87(brs, 11), 4.85-4.82(ni, 211), 4.58-4.56(m, 2H), 3.57(s, 3H), 1.31(s,9H)
  • 4
  • [ 1351479-09-8 ]
  • [ 31088-81-0 ]
  • [ 401908-36-9 ]
YieldReaction ConditionsOperation in experiment
65% In dichloromethane; Step 3 Sythesis of 1-(4-t-butylbenzyl)-3-(1H-pyrrol-2-ylmethyl)thiourea (17-1) <strong>[1351479-09-8](1H-pyrrol-2-yl)methylamine hydrochloride</strong> (60 mg) prepared according to the same procedure as described in Step 2 was dissolved in dichloromethane (2 ml) and to the solution was added 4-t-butylbenzylisothiocyanate (155 mg), followed by stirring at room temperature for 1 hour. The resulting mixture was concentrated under reduced pressure and the obtained residue was column-chromatographed (ethyl acetate/hexane={fraction (1/3)}) to yield the compound 17-1 (120 mg, 65%). 1H-NMR(300 MHz, CD3OD): delta 7.23-7.35 (t, 2H, J=7.4 Hz), 7.18-7.21 (d, 2H, J=8.5 Hz), 6.65 (d, 1H, J=2.2 Hz), 5.97-5.98 (d, 2H, Jo 2.0 Hz), 4.61 (br, 4H), 1.29 (s, 9H)
 

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