Ethyl Bromide → 8-Ethyl-6,7,8,9-tetrahydro-5-thia-8-aza-benzocyclohepten-2-ylamine

HRID 1040937Notes

Reaction equation

HRID 1040937 reaction equation
[CH:1]1[C:6]2[CH2:7][NH:8][CH2:9][CH2:10][S:11][C:5]=2[CH:4]=[CH:3][C:2]=1[NH2:12].[CH2:13](N(C(C)C)C(C)C)[CH3:14].BrCC>C(Cl)Cl>[CH2:13]([N:8]1[CH2:7][C:6]2[CH:1]=[C:2]([NH2:12])[CH:3]=[CH:4][C:5]=2[S:11][CH2:10][CH2:9]1)[CH3:14]

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 81531DiisopropylethylamineHCID 578538726,7,8,9-Tetrahydro-5-thia-8-aza-benzocyclohepten-2-ylamine

Product 1

HCID 672644128-Ethyl-6,7,8,9-tetrahydro-5-thia-8-aza-benzocyclohepten-2-ylamineYield 86.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6,7,8,9-tetrahydro-5-thia-8-aza-benzocyclohepten-2-ylamine (0.07 g, 0.00039 mol) and N-ethyldiisopropylamine (0.066 g, 0.00047 mol) in DCM (4 mL) was added bromoethane (0.051 g, 0.00047 mol), stirred 20 h and evaporated to give 8-ethyl-6,7,8,9-tetrahydro-5-thia-8-aza-benzocyclohepten-2-ylamine (0.07 g) as an oil. MS (ESI+): 209 (M+H).

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-6b5f47c120614684a20afcee6116852d
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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