2-Bromo-1,2-diphenylethan-1-one → HCID 86624713, compound

HRID 604931

Reaction equation

HRID 604931 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([NH2:16])=[S:15])=[CH:9][CH:8]=2)[CH:6]=1.[C:17]1([C:23]([CH:25](Br)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=O)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[C:17]1([C:23]2[N:16]=[C:14]([NH:13][C:10]3[CH:9]=[CH:8][C:7]([N:5]4[CH:6]=[C:2]([CH3:1])[N:3]=[CH:4]4)=[CH:12][CH:11]=3)[S:15][C:25]=2[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 1026302-Bromo-1,2-diphenylethan-1-oneHCID 86624711[4-(4-Methyl-imidazol-1-yl)-phenyl]-thiourea

Product 1

HCID 86624713HCID 86624713, compoundYield 88.2%

Procedure

Prepared in analogy to example 64d) from 100 mg (0.43 mmol) [4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (example 72c)) and 130 mg (0.47 mmol) desyl bromide. 155 mg (88%) of the product was isolated as a colorless solid. MS ISP (m/e): 409.3 (100) (M+H)+. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=10.74 (s, 1H), 9.50 (s, 1H), 8.00-7.90 (m, 3H), 7.73 (d, 2H), 7.49 (d, 2H), 7.40-7.30 (m, 8H), 2.35 (s, 3H).

Sources & evidence

ORD record
ord-19a95b8e62064e4194c2da76a98d7927
Source dataset
uspto-grants-2011_03
Patent number
US07910740B2

Linked notes

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