HCID 21914760, compound → Carbamic acid, [4-[2-(4-aminophenyl)ethyl]-2-thiazolyl]-, phenylmethyl ester

HRID 2117884Notes

Reaction equation

HRID 2117884 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12]2[N:13]=[C:14]([NH:17][C:18](=[O:27])[O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[S:15][CH:16]=2)=[CH:6][CH:5]=1)([O-])=O>[Pd].CO>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]2[N:13]=[C:14]([NH:17][C:18](=[O:27])[O:19][CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[S:15][CH:16]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 21914760HCID 21914760, compound

Product 1

HCID 21914805Carbamic acid, [4-[2-(4-aminophenyl)ethyl]-2-thiazolyl]-, phenylmethyl esterYield 92.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of benzyl 4-[(E)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-ylcarbamate (1.4 g), palladium on carbon (140 mg) and methanol (2 ml) was stirred under hydrogen atmosphere (4 atm) at ambient temperature for 8 hours. The catalyst was filtered off, and the filtrate was concentrated in vacuo to give benzyl 4-[2-(4-aminophenyl)ethyl]-1,3-thiazol-2-ylcarbamate (1.2 g).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-41a7a0d238a44c35bb87c6979b1cc97a
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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