Potassium Carbonate → HCID 178420862, compound

HRID 45952

Reaction equation

[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[NH:3][CH:2]=1.[N:11]1[S:12][N:13]=[C:14]2[CH:19]=[C:18]([CH2:20]Br)[CH:17]=[CH:16][C:15]=12.C([O-])([O-])=O.[K+].[K+]>>[N:11]1[S:12][N:13]=[C:14]2[CH:19]=[C:18]([CH2:20][N:10]([CH2:20][C:18]3[CH:17]=[CH:16][C:15]4=[N:11][S:12][N:13]=[C:14]4[CH:19]=3)[C:8]3[CH:7]=[CH:6][C:5]4[NH:1][CH:2]=[N:3][C:4]=4[CH:9]=3)[CH:17]=[CH:16][C:15]=12

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 136235-Aminobenzimidazole

HCID 5910045-(Bromomethyl)-2,1,3-benzothiadiazole

Product 1

HCID 178420862HCID 178420862, compound

Procedure

The compound was synthesized starting from benzimidazol-5-amine (133 mg; 1 mmol; 1 eq.), benzo[c][1,2,5]thiadiazol-5-yl-methylbromide (504 mg; 2.2 mmol; 2.2 eq.) and K2CO3 (304 mg; 2.2 mmol; 2.2 eq.) according to method 5; Yield: 0.128 mg (29.8%); MS m/z: 430.4 [M+H]+; 1H-NMR (500 MHz, DMSO d6): δ 5.01 (s, 4H); 6.78 (br s, 1H); 6.82-6.84 (m, 1H); 7.39-7.41 (m, 1H); 7.71-7.73 (m, 2H); 7.88 (s, 1H); 7.90 (s, 2H); 8.06-8.08 (m, 2H); 11.85 (br s, 1H); HPLC (METHOD [A]): rt 14.11 min (98.9%)

Workup

customThe compound was synthesized
customrt 14.11 min (98.9%)

Sources & evidence

ORD record: ord-f5cea00896474f508ab7bfab0cddf13c
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541596B2

Linked notes

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