Triethylamine → HCID 22277833, compound

HRID 1064010Notes

Reaction equation

HRID 1064010 reaction equation
[NH2:1][C:2]1[C:16]([Br:17])=[CH:15][C:5]2[S:6](=[O:14])(=[O:13])[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:4]=2[CH:3]=1.C(N(CC)CC)C.[C:25](Cl)(=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27]>C(Cl)Cl>[Br:17][C:16]1[C:2]([NH:1][C:25](=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:3][C:4]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=3[S:6](=[O:14])(=[O:13])[C:5]=2[CH:15]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 21439839HCID 21439839, compound

Product 1

HCID 22277833HCID 22277833, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Amino-3-bromo-5,5-dioxidodibenzothiophene (DE 2638081; 0.309 g, 1.0 mmol) was suspended in a solution of DCM (5 ml) and triethylamine (0.111 g, 1.1 mmol). Pivaloyl chloride (0.132 g, 1.1 mmol) was added dropwise and the resultant mixture stirred for 5 days at ambient temperature. The mixture was reduced to dryness and the residue was triturated with methanol. NMR: 9.25 (s, 1H), 8.42 (s, 1H), 8.31 (s, 1H), 8.11 (d, 1H), 7.98 (d, 1H), 7.80 (t, 1H), 7.68 (t, 1H), 1.28 (s, 9H); m/z 394/396.

Workup

  1. customthe residue was triturated with methanol

Sources & evidence

ORD record
ord-c0f291c6ecd74663ad320bb0eb6b5e36
Source dataset
uspto-grants-2005_11
Patent number
US06967216B2

Reaction notes

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