Cyanuric chloride → HCID 21103674, compound

HRID 1354818Notes

Reaction equation

HRID 1354818 reaction equation
C([O-])(O)=O.[Na+].[NH2:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:37])[C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:17][C:16]=2[O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[C:9]([OH:38])[CH:8]=1.[N:39]1[C:46]([Cl:47])=[N:45][C:43](Cl)=[N:42][C:40]=1[Cl:41]>C1COCC1>[CH2:30]([O:29][C:16]1[CH:17]=[C:18]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:19]=[CH:20][C:15]=1[C:14]([NH:13][C:10]1[CH:11]=[CH:12][C:7]([NH:6][C:43]2[N:45]=[C:46]([Cl:47])[N:39]=[C:40]([Cl:41])[N:42]=2)=[CH:8][C:9]=1[OH:38])=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

5

Reactant 3

HCID 7954Cyanuric chlorideHCID 516892Sodium BicarbonateHCID 21104165HCID 21104165, compound

Product 1

HCID 21103674HCID 21103674, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

NaHCO3 (300 mg, 3.58 mmol) was added to a solution of compound 40 (263.8 mg, 598 μmol) in THF (5 mL). Cyanuric chloride (110 mg, 598 μmol) in THF (3 mL) was added to the reaction mixture in an ice water bath. The reaction mixture was stirred from 0° C. to room temperature for 30 minutes. The reaction progress was monitored by TLC and LC-MS. The reaction mixture was directly used in the next step. LC-MS (ESI): m/e=588.2 [M+H]+

Sources & evidence

ORD record
ord-9dd38979835c4da98e880d8e2dbd0342
Source dataset
uspto-grants-2007_05
Patent number
US07223759B2

Reaction notes

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