Potassium Carbonate → HCID 178420022, compound

HRID 45951Notes

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

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 136235-Aminobenzimidazole

HCID 27762582-(Bromomethyl)-1,3-benzothiazole

Product 1

HCID 178420022HCID 178420022, compound

Procedure

The compound was synthesized starting from benzimidazol-5-amine (133 mg; 1 mmol; 1 eq.), (benzo[d]thiazol-2-yl)methylbromide (502 mg; 2.2 mmol; 2.2 eq.) and K2CO3 (304 mg; 2.2 mmol; 2.2 eq.) according to method 5; Yield: 0.037 g (8.7%); 428.1 MS m/z: [M+H]+; 1H-NMR (500 MHz, DMSO d6): δ 5.22 (s, 4H); 6.96 (dd, 1H, 4J=2.4 Hz, 3J=8.9 Hz); 7.02 (br s, 1H); 7.38-7.43 (m, 3H); 7.47-7.51 (m, 2H); 7.96-7.98 (m, 2H); 8.02-8.03 (m, 3H); 12.35 (br s, 1H); HPLC (METHOD [A]): rt 14.45 min (92.1%)

Workup

customThe compound was synthesized
customrt 14.45 min (92.1%)

Sources & evidence

ORD record: ord-2c7d2898436a452793a9fef7302ee1df
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541596B2

Reaction notes

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