Methyl iodide → 2-Amino-4-(3,5-diacetylphenyl)amino-1,6-dimethylpyrimidinium iodide

HRID 378946

Reaction equation

[NH2:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[C:13]([C:15](=[O:17])[CH3:16])[CH:12]=[C:11]([C:18](=[O:20])[CH3:19])[CH:10]=2)[CH:5]=[C:4]([CH3:21])[N:3]=1.[CH3:22][I:23]>C(#N)C.O1CCCC1>[I-:23].[NH2:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:10]=[C:11]([C:18](=[O:20])[CH3:19])[CH:12]=[C:13]([C:15](=[O:17])[CH3:16])[CH:14]=2)[CH:5]=[C:4]([CH3:21])[N+:3]=1[CH3:22]

Participants

Conditions

Temperature: 42.5 °C

Procedure

Compound No. 2, FIG. 1A: A suspension of Compound No. 11 (2-amino-4-(3,5-diacetylphenyl)amino-6-methylpyrimidine) (0.284 g), was suspended in 1:1 acetonitrile-tetrahydrofuran was treated with methyl iodide (2 mL) and heated at 40-45° C. under a reflux condenser for 18 hr. Cooling and filtration gave 0.35 g of 2-amino-4-(3,5-diacetylphenyl)amino-1,6-dimethylpyrimidinium iodide, mp 292° C.

Workup

addition2, FIG. 1A: A suspension of Compound No
temperatureCooling
filtrationfiltration

Sources & evidence

ORD record: ord-6e3e3a70fbb546a5b194f24da2c4cc3d
Source dataset: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06297253B1

Linked notes

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