Water → 2-(Benzimidazol-1-yl)-4-chloro-6-morpholino-1,3,5-triazine

HRID 1068566Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[N:3]=1.C(=O)([O-])[O-].[N:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[NH:21][CH:20]=1.O>CN(C=O)C>[N:19]1([C:2]2[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([N:9]3[CH2:14][CH2:13][O:12][CH2:11][CH2:10]3)[N:3]=2)[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]=[CH:20]1

Participants

Conditions

Temperature: -5 °C

Procedure

The obtained 2,4-dichloro-6-morpholino-1,3,5-triazine (6.0 g, 25mmol) dissolved in DMF (100 ml) was cooled to −5° C., added with anhydrous pottasium carbonate (5 g, 36 mmol) and benzimidazole (3.0 g, 35 mmol), stirred for 30 minutes and further stirred at room temperature for 15 hours. The reaction mixture was added with water (500 ml). The precipitated crystals were collected by filtration, washed with trace amount of acetone and dried to obtain 5.2 g (yield: 64%) of 2-(benzimidazol-1-yl)-4-chloro-6-morpholino-1,3,5-triazine with melting point of 201° C.-203° C. as colorless crystals.

Workup

stirringfurther stirred at room temperature for 15 hours
filtrationThe precipitated crystals were collected by filtration
washwashed with trace amount of acetone
customdried

Sources & evidence

ORD record: ord-eaa53ee1bffb43bc865bbadb6cd07cc5
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06251900B1

Reaction notes

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