2-Bromoethanol → HCID 68710766, compound

HRID 1818778Notes

Reaction equation

HRID 1818778 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[NH:11][S:10]1(=[O:19])=[O:18].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:39][CH2:40][CH2:41]O.CC(OC(/N=N/C(OC(C)C)=O)=O)C>>[Br:39][CH2:40][CH2:41][N:11]1[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[Cl:1])[S:10]1(=[O:18])=[O:19]

Participants

5

Reactant 4

HCID 108982-BromoethanolHCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 68715729HCID 68715729, compound

Product 1

HCID 68710766HCID 68710766, compound

Procedure

1-(2-chloro-4-fluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide (made analogously as in general procedure I, 0.33 g, 1.1 mmol) was treated with triphenylphosphine (0.36 g, 1.4 mmol), 2-bromo ethanol (0.16 g, 1.4 mmol), and diisopropylazodicarboxylate (0.28 g, 1.4 mmol) to provide 0.30 g of 1-(2-bromoethyl)-3-(2-chloro-4-fluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide. HRMS: calculated for C14H11BrClFN2O2S, 403.93971; found (EI, M+), 403.9386

Sources & evidence

ORD record
ord-1f9c46bf17da466d85a66f663e83a10f
Source dataset
uspto-grants-2009_10
Patent number
US07601722B2

Reaction notes

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